N-methylbenzene-1,2-diamine dihydrochloride
4-methyl-2-n-propyl-1H-benzimidazole-6-carboxylic acid
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
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; |
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
With copper(l) iodide; caesium carbonate In dimethyl sulfoxide at 130℃; | 93% |
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
With copper(l) iodide; caesium carbonate In dimethyl sulfoxide at 130℃; | 92% |
N-methyl-1,2-phenylenediamine
4-methyl-2-n-propyl-1H-benzimidazole-6-carboxylic acid
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
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; |
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
With sodium hydroxide In water; acetonitrile at 20℃; | 90% |
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
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% |
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
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
butyraldehyde
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
With sodium dithionite In methanol; water for 12h; Reflux; | 85% |
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
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
4-methyl-2-n-propyl-1H-benzimidazole-6-carboxylic acid
A
desmethyl dibenzimidazole
B
7-methyl-2-propyl-3H-benzoimidazole-5-carboxylic acid(2-methylaminophenyl)amide
C
3-amino-4-butyrylamino-5-methyl-N-(2-methylaminophenyl)benzamide
D
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
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
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
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
4-methyl-2-n-propyl-1H-benzimidazole-6-carboxylic acid
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
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
4-methyl-2-propyl-1H-benzimidazole-6-carboxylic acid methyl ester
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
With polyphosphoric acid at 150℃; for 12h; | 62% |
B
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
With caesium carbonate; copper(II) oxide In dimethyl sulfoxide at 130℃; for 8h; | A 19.9% B 61.3% |
butyric acid
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
With polyphosporic acid at 120℃; for 4h; | 47% |
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
With copper(l) iodide; caesium carbonate In dimethyl sulfoxide at 130℃; | 13% |
methyl 4-amino-3-methylbenzoate
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
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
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
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
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
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
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
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
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
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
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
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
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
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
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
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
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
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
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
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
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
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
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
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
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
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
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
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
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
Conditions | Yield |
---|---|
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
4'-bromomethylbiphenyl-2-carboxylic acid
telmisatran
Conditions | Yield |
---|---|
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% |
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
Conditions | Yield |
---|---|
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
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
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
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; sodium hydroxide In benzene at 0 - 20℃; | 90% |
Methyl 4'-(bromomethyl)biphenyl-2-carboxylate
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
telmisatran
Conditions | Yield |
---|---|
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
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
Conditions | Yield |
---|---|
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
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; sodium hydroxide In benzene at 0 - 20℃; | 87% |
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester
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
Conditions | Yield |
---|---|
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
(5-(bromomethyl)-1H-indol-1-yl)(phenyl)methanone
Conditions | Yield |
---|---|
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
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
Conditions | Yield |
---|---|
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
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
Conditions | Yield |
---|---|
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
4-bromobenzenesulfonyl chloride
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; sodium hydroxide In benzene at 0 - 20℃; | 84% |
4-(chloromethyl)biphenyl-2'-carboxylic acid
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
telmisatran
Conditions | Yield |
---|---|
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
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; sodium hydroxide In benzene at 0 - 20℃; | 83% |
1-bromomethyl-4-bromobenzene
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
Conditions | Yield |
---|---|
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
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
Conditions | Yield |
---|---|
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% |
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole
telmisatran
Conditions | Yield |
---|---|
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% |
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 , 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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