Product Name

  • Name

    2-n-Propyl-4-methyl-6-(1-methylbenzimidazole-2-yl)benzimidazole

  • EINECS 604-866-6
  • CAS No. 152628-02-9
  • Article Data22
  • CAS DataBase
  • Density 1.23 g/cm3
  • Solubility
  • Melting Point 130-135 °C(Solv: tetrahydrofuran (109-99-9))
  • Formula C19H20N4
  • Boiling Point 584.802 °C at 760 mmHg
  • Molecular Weight 304.395
  • Flash Point 307.477 °C
  • Transport Information
  • Appearance grey powder
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 152628-02-9 (2-n-Propyl-4-methyl-6-(1-methylbenzimidazole-2-yl)benzimidazole)
  • Hazard Symbols
  • Synonyms 1,7'-Dimethyl-2'-propyl-2,5'-bibenzimidazole;4-Methyl-6-(1-methylbenzimidazol-2-yl)-2-propylbenzimidazole;1H-Benzimidazole-2-n-propyl-4-methyl-6-(1'-methylbenzimidazole-2'-yl);
  • PSA 46.50000
  • LogP 4.37750

Synthetic route

N-methylbenzene-1,2-diamine dihydrochloride
25148-68-9

N-methylbenzene-1,2-diamine dihydrochloride

4-methyl-2-n-propyl-1H-benzimidazole-6-carboxylic acid
152628-03-0

4-methyl-2-n-propyl-1H-benzimidazole-6-carboxylic acid

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
With methanesulfonic acid In i-Amyl alcohol at 130 - 135℃; for 18h; Temperature; Solvent; Reagent/catalyst;93%
Stage #1: N-methylbenzene-1,2-diamine dihydrochloride; 4-methyl-2-n-propyl-1H-benzimidazole-6-carboxylic acid With PPA at 70 - 135℃; for 13.5h;
Stage #2: With ammonia In water at 30 - 90℃; for 1h; pH=8.0 - 8.5;
77.4%
With PPA at 150℃; for 20h;5.86 g
With polyphosphoric acid at 150℃; for 14h;
C19H21IN4

C19H21IN4

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
With copper(l) iodide; caesium carbonate In dimethyl sulfoxide at 130℃;93%
C19H21BrN4

C19H21BrN4

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
With copper(l) iodide; caesium carbonate In dimethyl sulfoxide at 130℃;92%
N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

4-methyl-2-n-propyl-1H-benzimidazole-6-carboxylic acid
152628-03-0

4-methyl-2-n-propyl-1H-benzimidazole-6-carboxylic acid

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
Stage #1: N-methyl-1,2-phenylenediamine; 4-methyl-2-n-propyl-1H-benzimidazole-6-carboxylic acid With methanesulfonic acid; phosphorus pentoxide at 75 - 145℃;
Stage #2: With sodium hydroxide In water pH=< 3; Product distribution / selectivity;
90%
With polyphosphoric acid at 150 - 155℃; for 4h; Inert atmosphere;80%
With PPA at 150 - 155℃; Inert atmosphere;
Stage #1: N-methyl-1,2-phenylenediamine; 4-methyl-2-n-propyl-1H-benzimidazole-6-carboxylic acid at 70 - 130℃; for 8.5h;
Stage #2: With hydrogenchloride In methanol; water at 25℃; for 0.166667h;
Stage #3: With ammonium hydroxide In methanol; water at 25℃; for 1h; Reagent/catalyst;
C26H28N4O3S

C26H28N4O3S

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
With sodium hydroxide In water; acetonitrile at 20℃;90%
2-n-propyl-4-methyl-6-formylchlorobenzimidazole

2-n-propyl-4-methyl-6-formylchlorobenzimidazole

N-methyl-o-phenylenediamine hydrochloride

N-methyl-o-phenylenediamine hydrochloride

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
Stage #1: 2-n-propyl-4-methyl-6-formylchlorobenzimidazole; N-methyl-o-phenylenediamine hydrochloride With triethylamine In dichloromethane at 40℃; for 3h; Large scale;
Stage #2: With acetic acid In dichloromethane at 60℃; for 5h; Temperature; Reagent/catalyst; Solvent; Large scale;
89.96%
C19H22N4O

C19H22N4O

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
With p-toluenesulfonyl chloride In water; acetonitrile at 0 - 20℃;88%
Multi-step reaction with 2 steps
1: triethylamine / acetonitrile / 0 - 20 °C
2: sodium hydroxide / acetonitrile; water / 20 °C
View Scheme
2-methyl-4-(1-methyl-1H-benzimidazol-2-yl)-6-nitrobenzenamine
1345840-05-2

2-methyl-4-(1-methyl-1H-benzimidazol-2-yl)-6-nitrobenzenamine

butyraldehyde
123-72-8

butyraldehyde

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
With sodium dithionite In methanol; water for 12h; Reflux;85%
C19H21N3O*ClH

C19H21N3O*ClH

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
Stage #1: C19H21N3O*ClH With bis(trichloromethyl) carbonate; N,N-dimethyl-formamide In acetonitrile at 80 - 85℃; for 2h;
Stage #2: With hydroxylamine In acetonitrile at 20℃; for 1h;
Stage #3: With triethylamine; p-toluenesulfonyl chloride at 0 - 20℃;
85%
Multi-step reaction with 2 steps
1: N,N-dimethyl-formamide; bis(trichloromethyl) carbonate / acetonitrile / 2 h / 80 - 85 °C
2: p-toluenesulfonyl chloride / acetonitrile; water / 0 - 20 °C
View Scheme
Multi-step reaction with 3 steps
1: N,N-dimethyl-formamide; bis(trichloromethyl) carbonate / acetonitrile / 2 h / 80 - 85 °C
2: triethylamine / acetonitrile / 0 - 20 °C
3: sodium hydroxide / acetonitrile; water / 20 °C
View Scheme
N1-methylbenzene-1,2-diamine hydrochloride
81684-80-2

N1-methylbenzene-1,2-diamine hydrochloride

4-methyl-2-n-propyl-1H-benzimidazole-6-carboxylic acid
152628-03-0

4-methyl-2-n-propyl-1H-benzimidazole-6-carboxylic acid

A

desmethyl dibenzimidazole
884330-09-0

desmethyl dibenzimidazole

B

7-methyl-2-propyl-3H-benzoimidazole-5-carboxylic acid(2-methylaminophenyl)amide
884330-18-1

7-methyl-2-propyl-3H-benzoimidazole-5-carboxylic acid(2-methylaminophenyl)amide

C

3-amino-4-butyrylamino-5-methyl-N-(2-methylaminophenyl)benzamide
884330-17-0

3-amino-4-butyrylamino-5-methyl-N-(2-methylaminophenyl)benzamide

D

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
With polyphosphoric acid at 150 - 155℃;A n/a
B n/a
C n/a
D 84%
N-[2-methyl-4-(1-methylbenzimidazole)-2-yl-6-nitrophenyl]-butanamide
1083158-66-0

N-[2-methyl-4-(1-methylbenzimidazole)-2-yl-6-nitrophenyl]-butanamide

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen In isopropyl alcohol at 100℃; under 6000.6 Torr; for 12h; Temperature; Solvent; Reagent/catalyst; Autoclave;82.3%
N1-methylbenzene-1,2-diamine hydrochloride
81684-80-2

N1-methylbenzene-1,2-diamine hydrochloride

4-methyl-2-n-propyl-1H-benzimidazole-6-carboxylic acid
152628-03-0

4-methyl-2-n-propyl-1H-benzimidazole-6-carboxylic acid

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
Stage #1: N1-methylbenzene-1,2-diamine hydrochloride; 4-methyl-2-n-propyl-1H-benzimidazole-6-carboxylic acid With phosphorus pentoxide; phosphoric acid at 70 - 130℃;
Stage #2: With ammonia In water; ethyl acetate for 3h; pH=9 - 10; Product distribution / selectivity; Cooling with ice;
82%
Stage #1: N1-methylbenzene-1,2-diamine hydrochloride; 4-methyl-2-n-propyl-1H-benzimidazole-6-carboxylic acid With PPA; Polyphosphoric acid (PPA) In water at 90 - 155℃; for 5.75 - 7h;
Stage #2: With sodium hydroxide In water pH=5.5 - 6; Product distribution / selectivity;
N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

4-methyl-2-propyl-1H-benzimidazole-6-carboxylic acid methyl ester
152628-00-7

4-methyl-2-propyl-1H-benzimidazole-6-carboxylic acid methyl ester

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
With polyphosphoric acid at 150℃; for 12h;62%
C19H21BrN4

C19H21BrN4

A

C15H14BrN3

C15H14BrN3

B

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
With caesium carbonate; copper(II) oxide In dimethyl sulfoxide at 130℃; for 8h;A 19.9%
B 61.3%
3-methyl-5-(1-methyl-1H-benzoimidazol-2-yl)-benzene-1,2-diamine

3-methyl-5-(1-methyl-1H-benzoimidazol-2-yl)-benzene-1,2-diamine

butyric acid
107-92-6

butyric acid

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
With polyphosporic acid at 120℃; for 4h;47%
C19H21ClN4

C19H21ClN4

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
With copper(l) iodide; caesium carbonate In dimethyl sulfoxide at 130℃;13%
methyl 4-amino-3-methylbenzoate
18595-14-7

methyl 4-amino-3-methylbenzoate

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: chlorobenzene / 100 °C
2: fuming HNO3, 60percent H2SO4 / 0 °C
3: H2 / 10percent Pd/C / methanol / 50 °C / 3750.3 Torr
4: glacial CH3COOH / 1.5 h / Heating
5: 5.46 g / aq. NaOH / methanol / 2 h / Heating
6: 5.86 g / polyphosphoric acid / 20 h / 150 °C
View Scheme
Multi-step reaction with 6 steps
1: triethylamine / dichloromethane / 0 °C
2: sulfuric acid; nitric acid
3: hydrogen / methanol / 100 °C / 3750.38 Torr
4: acetic acid / 1 h / Reflux
5: sodium hydroxide / water; methanol / 2 h / Reflux
6: polyphosphoric acid / 14 h / 150 °C
View Scheme
methyl 4-(n-butyrylamino)-3-methylbenzoate
301533-59-5

methyl 4-(n-butyrylamino)-3-methylbenzoate

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: fuming HNO3, 60percent H2SO4 / 0 °C
2: H2 / 10percent Pd/C / methanol / 50 °C / 3750.3 Torr
3: glacial CH3COOH / 1.5 h / Heating
4: 5.46 g / aq. NaOH / methanol / 2 h / Heating
5: 5.86 g / polyphosphoric acid / 20 h / 150 °C
View Scheme
Multi-step reaction with 5 steps
1: sulfuric acid; nitric acid
2: hydrogen / methanol / 100 °C / 3750.38 Torr
3: acetic acid / 1 h / Reflux
4: sodium hydroxide / water; methanol / 2 h / Reflux
5: polyphosphoric acid / 14 h / 150 °C
View Scheme
4-methyl-2-propyl-1H-benzimidazole-6-carboxylic acid methyl ester
152628-00-7

4-methyl-2-propyl-1H-benzimidazole-6-carboxylic acid methyl ester

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 5.46 g / aq. NaOH / methanol / 2 h / Heating
2: 5.86 g / polyphosphoric acid / 20 h / 150 °C
View Scheme
Multi-step reaction with 2 steps
1.1: sodium hydroxide; water / methanol / 80 °C
2.1: phosphorus pentoxide; phosphoric acid / 70 - 130 °C
2.2: 3 h / pH 9 - 10 / Cooling with ice
View Scheme
Multi-step reaction with 2 steps
1: sodium hydroxide / water; methanol / 2 h / Reflux
2: polyphosphoric acid / 14 h / 150 °C
View Scheme
methyl 4-(n-butyrylamino)-3-methyl-5-aminobenzoate
675882-71-0

methyl 4-(n-butyrylamino)-3-methyl-5-aminobenzoate

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: glacial CH3COOH / 1.5 h / Heating
2: 5.46 g / aq. NaOH / methanol / 2 h / Heating
3: 5.86 g / polyphosphoric acid / 20 h / 150 °C
View Scheme
Multi-step reaction with 3 steps
1: acetic acid / 1 h / Reflux
2: sodium hydroxide / water; methanol / 2 h / Reflux
3: polyphosphoric acid / 14 h / 150 °C
View Scheme
4-butyrylamino-3-methyl-5-nitro-benzoic acid methyl ester
152628-01-8

4-butyrylamino-3-methyl-5-nitro-benzoic acid methyl ester

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: H2 / 10percent Pd/C / methanol / 50 °C / 3750.3 Torr
2: glacial CH3COOH / 1.5 h / Heating
3: 5.46 g / aq. NaOH / methanol / 2 h / Heating
4: 5.86 g / polyphosphoric acid / 20 h / 150 °C
View Scheme
Multi-step reaction with 2 steps
1.1: water; sodium dithionite / 70 - 100 °C
2.1: phosphorus pentoxide; phosphoric acid / 70 - 130 °C
2.2: 3 h / pH 9 - 10 / Cooling with ice
View Scheme
Multi-step reaction with 3 steps
1.1: sodium dithionite / water / 70 - 100 °C
2.1: sodium hydroxide; water / methanol / 80 °C
3.1: phosphorus pentoxide; phosphoric acid / 70 - 130 °C
3.2: 3 h / pH 9 - 10 / Cooling with ice
View Scheme
Multi-step reaction with 4 steps
1: hydrogen / methanol / 100 °C / 3750.38 Torr
2: acetic acid / 1 h / Reflux
3: sodium hydroxide / water; methanol / 2 h / Reflux
4: polyphosphoric acid / 14 h / 150 °C
View Scheme
3-amino-4-butyrylamino-5-methyl-N-(2-methylaminophenyl)benzamide
884330-17-0

3-amino-4-butyrylamino-5-methyl-N-(2-methylaminophenyl)benzamide

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
Stage #1: 3-amino-4-butyrylamino-5-methyl-N-(2-methylaminophenyl)benzamide With PPA at 150 - 155℃;
Stage #2: With sodium hydroxide In water at 70 - 80℃; for 0.5 - 0.75h; pH=5 - 6; Product distribution / selectivity;
7-methyl-2-propyl-3H-benzoimidazole-5-carboxylic acid(2-methylaminophenyl)amide
884330-18-1

7-methyl-2-propyl-3H-benzoimidazole-5-carboxylic acid(2-methylaminophenyl)amide

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
Stage #1: 7-methyl-2-propyl-3H-benzoimidazole-5-carboxylic acid(2-methylaminophenyl)amide With PPA at 150 - 155℃;
Stage #2: With sodium hydroxide In water at 70 - 80℃; for 0.5 - 0.75h; pH=5 - 6; Product distribution / selectivity;
C15H13N3O3
1345840-14-3

C15H13N3O3

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h
1.2: 3.5 h / 5 - 20 °C
2.1: ammonia / ethanol; water / 6 h / 90 °C / Autoclave
3.1: sodium dithionite / methanol; water / 12 h / Reflux
View Scheme
2-(4-methoxy-3-methyl-5-nitrophenyl)-1-methyl-1H-benzimidazole
1345840-21-2

2-(4-methoxy-3-methyl-5-nitrophenyl)-1-methyl-1H-benzimidazole

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ammonia / ethanol; water / 6 h / 90 °C / Autoclave
2: sodium dithionite / methanol; water / 12 h / Reflux
View Scheme
4-hydroxy-3-methyl-benzaldehyde
15174-69-3

4-hydroxy-3-methyl-benzaldehyde

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: nitric acid / 1.67 h / -15 °C
2.1: sodium hydroxide / water / 0.5 h
2.2: 6.25 h / 0 - 70 °C
3.1: dihydrogen peroxide / methanol; water / 4 h / 5 - 10 °C
4.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h
4.2: 3.5 h / 5 - 20 °C
5.1: ammonia / ethanol; water / 6 h / 90 °C / Autoclave
6.1: sodium dithionite / methanol; water / 12 h / Reflux
View Scheme
4-hydroxy-3-methyl-5-nitrobenzaldehyde
54674-91-8

4-hydroxy-3-methyl-5-nitrobenzaldehyde

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: sodium hydroxide / water / 0.5 h
1.2: 6.25 h / 0 - 70 °C
2.1: dihydrogen peroxide / methanol; water / 4 h / 5 - 10 °C
3.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h
3.2: 3.5 h / 5 - 20 °C
4.1: ammonia / ethanol; water / 6 h / 90 °C / Autoclave
5.1: sodium dithionite / methanol; water / 12 h / Reflux
View Scheme
4-methoxy-3-methyl-5-nitrobenzaldehyde
861792-67-8

4-methoxy-3-methyl-5-nitrobenzaldehyde

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: dihydrogen peroxide / methanol; water / 4 h / 5 - 10 °C
2.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h
2.2: 3.5 h / 5 - 20 °C
3.1: ammonia / ethanol; water / 6 h / 90 °C / Autoclave
4.1: sodium dithionite / methanol; water / 12 h / Reflux
View Scheme
ortho-cresol
95-48-7

ortho-cresol

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: sodium hydroxide / water / 6.5 h / 60 °C
2.1: nitric acid / 1.67 h / -15 °C
3.1: sodium hydroxide / water / 0.5 h
3.2: 6.25 h / 0 - 70 °C
4.1: dihydrogen peroxide / methanol; water / 4 h / 5 - 10 °C
5.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h
5.2: 3.5 h / 5 - 20 °C
6.1: ammonia / ethanol; water / 6 h / 90 °C / Autoclave
7.1: sodium dithionite / methanol; water / 12 h / Reflux
View Scheme
methyl 3,4-diamino-5-methylbenzoate
668276-43-5

methyl 3,4-diamino-5-methylbenzoate

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: polyphosphoric acid / 0.17 h / 150 °C / 1551.49 Torr / Irradiation
2: polyphosphoric acid / 12 h / 150 °C
View Scheme
Methyl 4'-(bromomethyl)biphenyl-2-carboxylate
114772-38-2

Methyl 4'-(bromomethyl)biphenyl-2-carboxylate

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

4'-[[4-methyl-6-(1-methyl-1H-benzimidazol-2-yl)-2-propyl-1H-benzimidazol-1-yl]methyl]biphenyl-2-carboxylic acid methyl ester
528560-93-2

4'-[[4-methyl-6-(1-methyl-1H-benzimidazol-2-yl)-2-propyl-1H-benzimidazol-1-yl]methyl]biphenyl-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: 2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole With potassium tert-butylate In dimethyl sulfoxide; isopropyl alcohol Inert atmosphere;
Stage #2: Methyl 4'-(bromomethyl)biphenyl-2-carboxylate In dimethyl sulfoxide; isopropyl alcohol at 30 - 35℃; for 6h; Inert atmosphere;
95.1%
With potassium tert-butylate In 1-methyl-pyrrolidin-2-one at 0 - 10℃; for 3.416h; Solvent; Reagent/catalyst; Temperature;95%
Stage #1: 2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole With potassium tert-butylate In dimethyl sulfoxide; isopropyl alcohol at 45℃; for 1h;
Stage #2: Methyl 4'-(bromomethyl)biphenyl-2-carboxylate In dimethyl sulfoxide; isopropyl alcohol at 30℃; for 6h;
94.8%
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

4'-bromomethylbiphenyl-2-carboxylic acid
150766-86-2

4'-bromomethylbiphenyl-2-carboxylic acid

telmisatran
144701-48-4

telmisatran

Conditions
ConditionsYield
Stage #1: 2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole With sodium hydride In N,N-dimethyl-formamide at 0 - 5℃; for 1h;
Stage #2: 4'-bromomethylbiphenyl-2-carboxylic acid In N,N-dimethyl-formamide at 10℃; Solvent; Reagent/catalyst; Temperature;
95%
4'-chloromethylbiphenyl-2-carboxylic acid methyl ester

4'-chloromethylbiphenyl-2-carboxylic acid methyl ester

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

4'-[[4-methyl-6-(1-methyl-1H-benzimidazol-2-yl)-2-propyl-1H-benzimidazol-1-yl]methyl]biphenyl-2-carboxylic acid methyl ester
528560-93-2

4'-[[4-methyl-6-(1-methyl-1H-benzimidazol-2-yl)-2-propyl-1H-benzimidazol-1-yl]methyl]biphenyl-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: 2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole With potassium hydroxide In acetonitrile for 0.166667h;
Stage #2: 4'-chloromethylbiphenyl-2-carboxylic acid methyl ester In acetonitrile
92%
(4-(bromomethyl)-1H-indol-1-yl)(phenyl)methanone
1241048-04-3

(4-(bromomethyl)-1H-indol-1-yl)(phenyl)methanone

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

[4-[[2-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole-1-yl]methyl]-1H-indol-1-yl](phenyl)methanone

[4-[[2-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole-1-yl]methyl]-1H-indol-1-yl](phenyl)methanone

Conditions
ConditionsYield
Stage #1: 2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole With sodium hydride In tetrahydrofuran; mineral oil at 50℃; for 0.5h;
Stage #2: (4-(bromomethyl)-1H-indol-1-yl)(phenyl)methanone In tetrahydrofuran; mineral oil at 50℃; for 3h;
91.9%
2-mesitylenesulphonyl chloride
773-64-8

2-mesitylenesulphonyl chloride

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

3-(mesitylsulfonyl)-1,7-dimethyl-2-propyl-1H,3H-2,5-bibenzo[d]imidazole

3-(mesitylsulfonyl)-1,7-dimethyl-2-propyl-1H,3H-2,5-bibenzo[d]imidazole

Conditions
ConditionsYield
With tetrabutylammomium bromide; sodium hydroxide In benzene at 0 - 20℃;90%
Methyl 4'-(bromomethyl)biphenyl-2-carboxylate
114772-38-2

Methyl 4'-(bromomethyl)biphenyl-2-carboxylate

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

telmisatran
144701-48-4

telmisatran

Conditions
ConditionsYield
Stage #1: Methyl 4'-(bromomethyl)biphenyl-2-carboxylate; 2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole With potassium hydroxide In dimethyl sulfoxide at 25 - 50℃; for 4h;
Stage #2: With water; acetic acid In water; dimethyl sulfoxide at 20℃; pH=3.8 - 4; Product distribution / selectivity;
88%
Stage #1: Methyl 4'-(bromomethyl)biphenyl-2-carboxylate; 2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole With sodium hydroxide In dimethyl sulfoxide at 25 - 50℃; for 4h;
Stage #2: With water; acetic acid In water; dimethyl sulfoxide pH=4.2; Product distribution / selectivity;
80%
4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile
114772-54-2

4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

4'-[[2-n-propyl-4-methyl-6-(1-methyl-benzimidazol-2-yl)-1H-benzimidazol-1-yl]-methyl]-2-cyano-biphenyl
144702-27-2

4'-[[2-n-propyl-4-methyl-6-(1-methyl-benzimidazol-2-yl)-1H-benzimidazol-1-yl]-methyl]-2-cyano-biphenyl

Conditions
ConditionsYield
Stage #1: 2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole With potassium tert-butylate In ISOPROPYLAMIDE at 20℃; for 1h;
Stage #2: 4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile In ISOPROPYLAMIDE at 5 - 10℃; for 2h;
87.5%
Stage #1: 2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole With potassium tert-butylate In ISOPROPYLAMIDE at 20℃; for 1h;
Stage #2: 4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile In ISOPROPYLAMIDE at 5 - 10℃; for 2h;
87.5%
Stage #1: 2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole With potassium hydroxide In acetone at 20 - 25℃;
Stage #2: 4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile In acetone at 20 - 25℃; Product distribution / selectivity;
87.73%
2,5-dichlorobenzenesulphonyl chloride
5402-73-3

2,5-dichlorobenzenesulphonyl chloride

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

3-(2,5-dichlorophenylsulfonyl)-1,7-dimethyl-2-propyl-1H,3H-2,5-bibenzo[d]imidazole

3-(2,5-dichlorophenylsulfonyl)-1,7-dimethyl-2-propyl-1H,3H-2,5-bibenzo[d]imidazole

Conditions
ConditionsYield
With tetrabutylammomium bromide; sodium hydroxide In benzene at 0 - 20℃;87%
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester
114772-40-6

4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

tert-butyl 4'-[[2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)-benzimidazol-1-yl]-methyl]-biphenyl-2-carboxylate
144702-26-1

tert-butyl 4'-[[2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)-benzimidazol-1-yl]-methyl]-biphenyl-2-carboxylate

Conditions
ConditionsYield
With potassium tert-butylate In 1-methyl-pyrrolidin-2-one at 10℃; for 4h;86%
With sodium In methanol at 70℃; Reagent/catalyst; Temperature; Solvent;71%
With potassium tert-butylate In N,N-dimethyl acetamide at 75 - 80℃; for 3h; Inert atmosphere;70%
With potassium tert-butylate 1.) DMSO, RT, 30 min, 2.) DMSO, 14 h; Multistep reaction;
With potassium tert-butylate In dimethyl sulfoxide at 25 - 30℃; for 3.5h; Product distribution / selectivity;
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

(5-(bromomethyl)-1H-indol-1-yl)(phenyl)methanone
145303-52-2

(5-(bromomethyl)-1H-indol-1-yl)(phenyl)methanone

[5-[[2-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole-1-yl]methyl]-1H-indol-1-yl](phenyl)methanone

[5-[[2-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole-1-yl]methyl]-1H-indol-1-yl](phenyl)methanone

Conditions
ConditionsYield
Stage #1: 2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole With sodium hydride In tetrahydrofuran; mineral oil at 50℃; for 0.5h;
Stage #2: (5-(bromomethyl)-1H-indol-1-yl)(phenyl)methanone In tetrahydrofuran; mineral oil at 50℃; for 3h;
85.6%
2-(4'-chloromethyl-biphenyl-2-yl)-4,4-dimethyl-4,5-dihydrooxazole
158144-51-5

2-(4'-chloromethyl-biphenyl-2-yl)-4,4-dimethyl-4,5-dihydrooxazole

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

3'-([2'-(4,4-dimethyl-4,5-dihydro-1,3-oxazol-2-yl)biphenyl-4-yl]methyl)-1,7'-dimethyl-2'-propyl-1H,3'H-2,5'-bibenzimidazole
1191259-51-4

3'-([2'-(4,4-dimethyl-4,5-dihydro-1,3-oxazol-2-yl)biphenyl-4-yl]methyl)-1,7'-dimethyl-2'-propyl-1H,3'H-2,5'-bibenzimidazole

Conditions
ConditionsYield
Stage #1: 2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole With sodium hydride In tetrahydrofuran at 20℃; Inert atmosphere;
Stage #2: 2-(4'-chloromethyl-biphenyl-2-yl)-4,4-dimethyl-4,5-dihydrooxazole In tetrahydrofuran; N,N-dimethyl acetamide at 20℃; Reflux; Inert atmosphere;
85%
4,4-dimethyl-2-(4'-methanesulfonyloxymethylbiphenyl-2-yl)oxazoline
158144-52-6

4,4-dimethyl-2-(4'-methanesulfonyloxymethylbiphenyl-2-yl)oxazoline

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

3'-([2'-(4,4-dimethyl-4,5-dihydro-1,3-oxazol-2-yl)biphenyl-4-yl]methyl)-1,7'-dimethyl-2'-propyl-1H,3'H-2,5'-bibenzimidazole
1191259-51-4

3'-([2'-(4,4-dimethyl-4,5-dihydro-1,3-oxazol-2-yl)biphenyl-4-yl]methyl)-1,7'-dimethyl-2'-propyl-1H,3'H-2,5'-bibenzimidazole

Conditions
ConditionsYield
Stage #1: 2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole With sodium hydride In tetrahydrofuran at 20℃; Inert atmosphere;
Stage #2: 4,4-dimethyl-2-(4'-methanesulfonyloxymethylbiphenyl-2-yl)oxazoline In tetrahydrofuran; N,N-dimethyl acetamide at 20℃; Inert atmosphere; Reflux;
85%
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

4-bromobenzenesulfonyl chloride
98-58-8

4-bromobenzenesulfonyl chloride

3-(4-bromophenylsulfonyl)-1,7-dimethyl-2-propyl-1H,3H-2,5-bibenzo[d]imidazole

3-(4-bromophenylsulfonyl)-1,7-dimethyl-2-propyl-1H,3H-2,5-bibenzo[d]imidazole

Conditions
ConditionsYield
With tetrabutylammomium bromide; sodium hydroxide In benzene at 0 - 20℃;84%
4-(chloromethyl)biphenyl-2'-carboxylic acid
667457-41-2

4-(chloromethyl)biphenyl-2'-carboxylic acid

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

telmisatran
144701-48-4

telmisatran

Conditions
ConditionsYield
Stage #1: 2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; Cooling with ice;
Stage #2: 4-(chloromethyl)biphenyl-2'-carboxylic acid In N,N-dimethyl-formamide at 20 - 50℃; for 5h; Reagent/catalyst; Temperature;
84%
p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

1,7-dimethyl-2-propyl-3-tosyl-1H,3H-2,5-bibenzo[d]imidazole

1,7-dimethyl-2-propyl-3-tosyl-1H,3H-2,5-bibenzo[d]imidazole

Conditions
ConditionsYield
With tetrabutylammomium bromide; sodium hydroxide In benzene at 0 - 20℃;83%
1-bromomethyl-4-bromobenzene
589-15-1

1-bromomethyl-4-bromobenzene

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

3'-(4-bromobenzyl)-1,7'-dimethyl-2'-propyl-1H,3'H-2,5'-bibenzo[d]imidazole

3'-(4-bromobenzyl)-1,7'-dimethyl-2'-propyl-1H,3'H-2,5'-bibenzo[d]imidazole

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl acetamide at 25 - 35℃; Inert atmosphere;80%
With potassium carbonate In ISOPROPYLAMIDE at 20℃; for 8h;
2-Bromo-4'-(bromomethyl)biphenyl
1187523-96-1

2-Bromo-4'-(bromomethyl)biphenyl

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

3'-((2'-bromobiphenyl-4-yl)methyl)-1,7'-dimethyl-2'-propyl-1H,3'H-2,5'-bibenzo[d]imidazole
1206701-77-0

3'-((2'-bromobiphenyl-4-yl)methyl)-1,7'-dimethyl-2'-propyl-1H,3'H-2,5'-bibenzo[d]imidazole

Conditions
ConditionsYield
Stage #1: 2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole With potassium tert-butylate In ISOPROPYLAMIDE at 20 - 30℃;
Stage #2: 2-Bromo-4'-(bromomethyl)biphenyl In ISOPROPYLAMIDE at 5 - 10℃;
75.4%
4'-chloromethylbiphenyl-2-carboxylic acid methyl ester

4'-chloromethylbiphenyl-2-carboxylic acid methyl ester

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
152628-02-9

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

telmisatran
144701-48-4

telmisatran

Conditions
ConditionsYield
Stage #1: 2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole With potassium hydroxide In acetonitrile for 0.166667h;
Stage #2: 4'-chloromethylbiphenyl-2-carboxylic acid methyl ester In acetonitrile
Stage #3: With hydrogenchloride In water
75.1%

2-n-Propyl-4-methyl-6-(1-methylbenzimidazole-2-yl)benzimidazole Chemical Properties

Molecular structure of 2-n-Propyl-4-methyl-6-(1-methylbenzimidazole-2-yl)benzimidazole (CAS NO.152628-02-9) is:

Product Name: 2-n-Propyl-4-methyl-6-(1-methylbenzimidazole-2-yl)benzimidazole
CAS Registry Number: 152628-02-9
Molecular Formula: C19H20N4
Molecular Weight: 304.39 
Surface Tension: 45.191 dyne/cm
Density: 1.234 g/cm3
Flash Point: 307.477 °C
Enthalpy of Vaporization: 87.377 kJ/mol
Boiling Point: 584.802 °C at 760 mmHg
Product Categories: Chemical intermediate for Telmisartan;Intermediatesof;Imidazol&Benzimidazole;Imidazoles;(intermediate of telmisartan);Intermediates & Fine Chemicals;Pharmaceuticals;pharmaceutical intermediates

2-n-Propyl-4-methyl-6-(1-methylbenzimidazole-2-yl)benzimidazole Specification

 2-n-Propyl-4-methyl-6-(1-methylbenzimidazole-2-yl)benzimidazole , its cas register number is 152628-02-9. It also can be called 1,7'-dimethyl-2'-propyl-1H,3'H-2,5'-bibenzimidazole .It is a grey powder.

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