Product Name

  • Name

    2-Aminobenzimidazole

  • EINECS 213-280-6
  • CAS No. 934-32-7
  • Article Data94
  • CAS DataBase
  • Density 1.367 g/cm3
  • Solubility Soluble in water (Slightly).
  • Melting Point 226-230 °C(lit.)
  • Formula C7H7N3
  • Boiling Point 368.9 °C at 760 mmHg
  • Molecular Weight 133.153
  • Flash Point 204.6 °C
  • Transport Information
  • Appearance light yellow to cream or beige powder or flakes
  • Safety 26-36/37/39-22
  • Risk Codes 22-36/37/38-43
  • Molecular Structure Molecular Structure of 934-32-7 (2-Aminobenzimidazole)
  • Hazard Symbols HarmfulXn
  • Synonyms Benzimidazole,2-amino- (6CI,7CI,8CI);1H-Benzimidazol-2-ylamine;2-Amino-1H-benzimidazole;2-Benzimidazolamine;2-Benzimidazolylamine;2-Iminobenzimidazoline;NSC 27793;NSC 7628;
  • PSA 54.70000
  • LogP 1.72630

Synthetic route

2-azido-1H-benzo[d]imidazole
1516-74-1

2-azido-1H-benzo[d]imidazole

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

Conditions
ConditionsYield
With sodium tetrahydroborate; tin bis(1,2-benzenethiolate) In tetrahydrofuran; phosphate buffer at 10℃; for 0.5h; pH=10; Reduction;100%
With dibutyltin In benzene at 40℃; for 2h; other reagents;98%
With acetic acid In dichloromethane at 20℃; for 2h; Irradiation;
bromocyane
506-68-3

bromocyane

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

Conditions
ConditionsYield
In methanol; water at 20 - 60℃; Inert atmosphere;97%
In ethanol; water at 70℃; for 1h;90%
In methanol; water at 50℃; for 1h;89%
aminoiminomethanesulfonic acid
1184-90-3

aminoiminomethanesulfonic acid

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

Conditions
ConditionsYield
In isopropyl alcohol at 60℃;95%
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

Conditions
ConditionsYield
With N-sulfonated biguanidine modified silica coated on cobalt ferrite nanoparticle core In ethanol at 20℃; for 0.3h; Green chemistry;92%
cyanogen bromide

cyanogen bromide

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

Conditions
ConditionsYield
In methanol; water at 20℃; for 24h;88%
In water at 20℃;75%
N-(1H-benzimidazol-2-yl)-N'-(p-methylbenzylidene)hydrazine

N-(1H-benzimidazol-2-yl)-N'-(p-methylbenzylidene)hydrazine

A

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

B

para-methylbenzonitrile
104-85-8

para-methylbenzonitrile

Conditions
ConditionsYield
at 700℃; under 0.02 Torr; Gas phase;A 85%
B 86%
N-(1H-benzimidazol-2-yl)-N'-(p-methoxybenzylidene)hydrazine

N-(1H-benzimidazol-2-yl)-N'-(p-methoxybenzylidene)hydrazine

A

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

B

4-methoxybenzonitrile
874-90-8

4-methoxybenzonitrile

Conditions
ConditionsYield
at 700℃; under 0.02 Torr; Gas phase;A 78%
B 85%
bromocyane
506-68-3

bromocyane

o-phenylenediamine dihydrochloride
615-28-1

o-phenylenediamine dihydrochloride

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

Conditions
ConditionsYield
Stage #1: bromocyane; o-phenylenediamine dihydrochloride With sodium hydrogencarbonate In water; acetonitrile at 0 - 20℃;
Stage #2: With sodium carbonate In water; acetonitrile
85%
lobendazole
6306-71-4

lobendazole

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 4h; Heating;82%
N-tert-butyl-1H-benzo[d]imidazol-2-amine
1438395-75-5

N-tert-butyl-1H-benzo[d]imidazol-2-amine

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

Conditions
ConditionsYield
With hydrogenchloride In water for 12h; Reflux;82%
1H-benzimidazol-2-ylcarbamic acid methyl ester
162976-69-4

1H-benzimidazol-2-ylcarbamic acid methyl ester

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

Conditions
ConditionsYield
With sodium hydroxide In water for 2h; Reflux;80%
Stage #1: 1H-benzimidazol-2-ylcarbamic acid methyl ester With sodium hydroxide In water for 2h; Reflux;
Stage #2: With hydrogenchloride In water
65%
With oxygen In various solvent(s) at 20℃; for 5h; pH=11; Quantum yield; Kinetics; Further Variations:; pH-values; Reagents; conc. of dissolved O2; Decomposition; Photolysis;
Alkaline conditions;
With water Alkaline conditions;
N-(1H-benzimidazol-2-yl)-N'-benzylidenehydrazine
60059-51-0

N-(1H-benzimidazol-2-yl)-N'-benzylidenehydrazine

A

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

B

benzonitrile
100-47-0

benzonitrile

Conditions
ConditionsYield
at 700℃; under 0.02 Torr; Gas phase;A 73%
B 78%
guanidine nitrate
113-00-8

guanidine nitrate

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

Conditions
ConditionsYield
Irradiation; microwave;75%
N-(1H-benzimidazol-2-yl)-N'-(p-chlorobenzylidene)hydrazine

N-(1H-benzimidazol-2-yl)-N'-(p-chlorobenzylidene)hydrazine

A

4-Cyanochlorobenzene
623-03-0

4-Cyanochlorobenzene

B

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

Conditions
ConditionsYield
at 700℃; under 0.02 Torr; Gas phase;A 65%
B 67%
N-(1H-benzimidazol-2-yl)-N'-(p-nitrobenzylidene)hydrazine

N-(1H-benzimidazol-2-yl)-N'-(p-nitrobenzylidene)hydrazine

A

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

B

benzonitrile
100-47-0

benzonitrile

C

4-nitrobenzonitrile
619-72-7

4-nitrobenzonitrile

Conditions
ConditionsYield
at 700℃; under 0.02 Torr; Gas phase;A 65%
B 10%
C 58%
1,3-dicarbethoxy-S-methylisothiourea
34840-26-1

1,3-dicarbethoxy-S-methylisothiourea

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

A

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

B

1H-benzimidazol-2-ol
615-16-7

1H-benzimidazol-2-ol

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 5h; Heating;A 60%
B 22%
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

di(1H-imidazol-1-yl)methanimine
104619-51-4

di(1H-imidazol-1-yl)methanimine

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

Conditions
ConditionsYield
In tetrahydrofuran for 12h; Heating;59%
N-cyano-N-phenyl-p-toluenesulfonamide
55305-43-6

N-cyano-N-phenyl-p-toluenesulfonamide

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

Conditions
ConditionsYield
With lithium hexamethyldisilazane In tetrahydrofuran; hexane at 5 - 20℃; for 1h; Green chemistry;56%
2-Amino-1-benzylideneaminobenzimidazole
122128-68-1

2-Amino-1-benzylideneaminobenzimidazole

A

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

B

benzonitrile
100-47-0

benzonitrile

Conditions
ConditionsYield
In nitrobenzene for 12h; Heating;A 47%
B n/a
N-(1H-benzimidazol-2-yl)-N'-benzylidenehydrazine
60059-51-0

N-(1H-benzimidazol-2-yl)-N'-benzylidenehydrazine

A

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

B

1,3-diphenyl-8H-2,3a,8-triazacyclopenta[a]indene

1,3-diphenyl-8H-2,3a,8-triazacyclopenta[a]indene

C

5,11-diphenyl-6H,12H-dibenzimidazo[1,2-a;1',2'-d]pyrazine
1233945-59-9

5,11-diphenyl-6H,12H-dibenzimidazo[1,2-a;1',2'-d]pyrazine

D

lophine
484-47-9

lophine

E

benzonitrile
100-47-0

benzonitrile

Conditions
ConditionsYield
at 280℃; under 0.045 Torr; for 0.25h; Gas phase;A 20%
B 15%
C 18%
D 21%
E 15%
1H-benzimidazole-2-sulfonic acid
40828-54-4

1H-benzimidazole-2-sulfonic acid

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

Conditions
ConditionsYield
With ammonium hydroxide at 145 - 150℃; for 5h;
With ammonium hydroxide
With ammonia
Ammonium salt of Benzimidazole-2-sulfonic Acid

Ammonium salt of Benzimidazole-2-sulfonic Acid

A

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

B

2,3-dihydrobenzimidazol-2-thione
583-39-1

2,3-dihydrobenzimidazol-2-thione

Conditions
ConditionsYield
With formamide Heating; Yield given. Yields of byproduct given;
With formamide Heating; Yield given. Yields of byproduct given;
With formamide Product distribution; Heating; also 1-alkyl-substituted benzimidazole-2-sulfonic acids investigated;
sodium cyanide
143-33-9

sodium cyanide

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

Conditions
ConditionsYield
With bromine 1) water, 5 deg C; 2) water, room temperature, 5 h.; Yield given. Multistep reaction;
2-(1-ethylbenzimidazol-2-yl)methyleneaminobenzimidazole
245111-10-8

2-(1-ethylbenzimidazol-2-yl)methyleneaminobenzimidazole

A

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

B

1-ethyl-1H-benzo[d]imidazole-2-carbaldehyde
34734-20-8

1-ethyl-1H-benzo[d]imidazole-2-carbaldehyde

Conditions
ConditionsYield
With water Hydrolysis;
2-(1-vinylbenzimidazol-2-yl)methyleneaminobenzimidazole

2-(1-vinylbenzimidazol-2-yl)methyleneaminobenzimidazole

A

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

B

1-vinylbenzimidazole-2-carboxaldehyde
118482-08-9

1-vinylbenzimidazole-2-carboxaldehyde

Conditions
ConditionsYield
With water In dimethylsulfoxide-d6 for 120h; Hydrolysis;
-urea

-urea

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

Conditions
ConditionsYield
With hydrogenchloride
N.N'-o-phenylene-N''-benzoyl-guanidine

N.N'-o-phenylene-N''-benzoyl-guanidine

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

Conditions
ConditionsYield
With potassium hydroxide
N.N'-o-phenylene-N''-cinnamoyl-guanidine

N.N'-o-phenylene-N''-cinnamoyl-guanidine

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

Conditions
ConditionsYield
With potassium hydroxide
N.N'-o-phenylene-N.N''-dicyano-guanidine

N.N'-o-phenylene-N.N''-dicyano-guanidine

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

Conditions
ConditionsYield
With hydrogenchloride
1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

cyclohexanone-2-carboxamide
22945-27-3

cyclohexanone-2-carboxamide

1,2,3,4,6,12-Hexahydrobenzimidazo<2,1-b>chinazolin-12-on
83785-99-3

1,2,3,4,6,12-Hexahydrobenzimidazo<2,1-b>chinazolin-12-on

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 3h; Heating;100%
1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

(4S,4'S)-4-(benzyl(methyl)amino)-4-(2',2'-dimethyl-1,3-dioxolan-4'-yl)-3-methoxybut-2-enal

(4S,4'S)-4-(benzyl(methyl)amino)-4-(2',2'-dimethyl-1,3-dioxolan-4'-yl)-3-methoxybut-2-enal

(1R,4'S)-{benzo[4,5]imidazo[1,2-a]pyrimidin-4-yl-(2',2'dimethyl-1',3-dioxolan-4'-yl)-methyl}benzylmethylamine

(1R,4'S)-{benzo[4,5]imidazo[1,2-a]pyrimidin-4-yl-(2',2'dimethyl-1',3-dioxolan-4'-yl)-methyl}benzylmethylamine

Conditions
ConditionsYield
In ethanol Reflux; Inert atmosphere;100%
1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

acetyl chloride
75-36-5

acetyl chloride

2-acetamidobenzimidazole
21202-05-1

2-acetamidobenzimidazole

Conditions
ConditionsYield
Heating;99%
With triethylamine for 16h; Cooling with ice;72%
With triethylamine at 50 - 55℃;
3-(2-furyl)-2-(2-methoxycarbonylphenylhydrazono)-3-oxo-propanal
289499-65-6

3-(2-furyl)-2-(2-methoxycarbonylphenylhydrazono)-3-oxo-propanal

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

methyl 2-(2-{1-[(1H-benzimidazol-2-ylimino)-methyl]-2-(furan-2-yl)-2-oxo-ethylidene}hydrazino)benzoate

methyl 2-(2-{1-[(1H-benzimidazol-2-ylimino)-methyl]-2-(furan-2-yl)-2-oxo-ethylidene}hydrazino)benzoate

Conditions
ConditionsYield
In ethanol for 0.166667h; microwave irradiation;99%
2-(2-methoxycarbonylphenylhydrazono)-3-oxo-3-(2-pyrrolyl)propanal
289499-66-7

2-(2-methoxycarbonylphenylhydrazono)-3-oxo-3-(2-pyrrolyl)propanal

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

methyl 2-(2-{1-[(1H-benzimidazol-2-ylimino)-methyl]-2-oxo-2-(1H-pyrrol-2-yl)-ethylidene}hydrazino)benzoate

methyl 2-(2-{1-[(1H-benzimidazol-2-ylimino)-methyl]-2-oxo-2-(1H-pyrrol-2-yl)-ethylidene}hydrazino)benzoate

Conditions
ConditionsYield
In ethanol for 0.166667h; microwave irradiation;99%
1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

2-Hydroxy-1,4-naphthoquinone
83-72-7

2-Hydroxy-1,4-naphthoquinone

4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

2-(((1H-benzo[d]imidazol-2-yl)amino)(4-nitrophenyl)methyl)-3-hydroxynaphthalene-1,4-dione
1259091-97-8

2-(((1H-benzo[d]imidazol-2-yl)amino)(4-nitrophenyl)methyl)-3-hydroxynaphthalene-1,4-dione

Conditions
ConditionsYield
With MCM-41 In ethanol at 20℃; for 1.16667h; Green chemistry;99%
With montmorillonite K-10 In ethanol at 20℃; for 8h;93%
With indium(III) chloride In water for 6h; Reflux;80%
1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

pyrimidine-2,4,5,6(1H,3H)-tetraone
61066-33-9, 61066-34-0, 61066-35-1, 61127-23-9

pyrimidine-2,4,5,6(1H,3H)-tetraone

2,5-dihydroxy-1,4-benzoquinone
615-94-1

2,5-dihydroxy-1,4-benzoquinone

2-amino-1H-benzo[d]imidazol-3-ium 3-hydroxy-1-(5-hydroxy-2,4,6-trioxohexahydropyrimidin-5-yl)-2,5,6-trioxocyclohex-3-en-1-ide
1367748-62-6

2-amino-1H-benzo[d]imidazol-3-ium 3-hydroxy-1-(5-hydroxy-2,4,6-trioxohexahydropyrimidin-5-yl)-2,5,6-trioxocyclohex-3-en-1-ide

Conditions
ConditionsYield
In chloroform for 4h; Reflux;99%
1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

2,5-bis(4-fluorophenyl)-2,3,5,12-tetrahydrobenzo[4,5]imidazo[1,2-a]pyrimido[4,5-d]pyrimidin-4(1H)-one
1392308-35-8

2,5-bis(4-fluorophenyl)-2,3,5,12-tetrahydrobenzo[4,5]imidazo[1,2-a]pyrimido[4,5-d]pyrimidin-4(1H)-one

Conditions
ConditionsYield
With silica sulfuric acid In ethylene glycol at 120℃; for 0.0166667h; Catalytic behavior; Reagent/catalyst; Solvent; Green chemistry;99%
With poly(ethylene glycol)-400 at 20℃; for 1h; Green chemistry;90%
In water for 2h; Reflux;89%
1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

dimedone
126-81-8

dimedone

ortho-bromobenzaldehyde
6630-33-7

ortho-bromobenzaldehyde

3,3-dimethyl-12-(2-bromophenyl)-1,2,3,4,5,12-hexahydrobenzo[4,5]imidazo[2,1-b]quinazolin-1-one

3,3-dimethyl-12-(2-bromophenyl)-1,2,3,4,5,12-hexahydrobenzo[4,5]imidazo[2,1-b]quinazolin-1-one

Conditions
ConditionsYield
With acetic acid at 60℃; for 0.333333h; Green chemistry;99%
1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

2,5-bis(3-methoxyphenyl)-2,3,5,12-tetrahydrobenzo[4,5]imidazo[1,2-a]pyrimido[4,5-d]pyrimidin-4(1H)-one

2,5-bis(3-methoxyphenyl)-2,3,5,12-tetrahydrobenzo[4,5]imidazo[1,2-a]pyrimido[4,5-d]pyrimidin-4(1H)-one

Conditions
ConditionsYield
With silica sulfuric acid In ethylene glycol at 120℃; for 0.0166667h; Green chemistry;99%
1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

2,3,5-trichloro-6-methoxybenzoic acid chloride
69954-01-4

2,3,5-trichloro-6-methoxybenzoic acid chloride

1-(3,5,6-trichloro-2-methoxybenzoyl)-2-aminobenzimidazole

1-(3,5,6-trichloro-2-methoxybenzoyl)-2-aminobenzimidazole

Conditions
ConditionsYield
With triethylamine In acetone at 55℃;98.7%
98%
1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

3-nitro-benzaldehyde
99-61-6

3-nitro-benzaldehyde

(1H-benzimidazol-2-yl)-(3-nitro-benzyliden)-amine
124066-54-2

(1H-benzimidazol-2-yl)-(3-nitro-benzyliden)-amine

Conditions
ConditionsYield
In toluene for 20h; Heating;98%
1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

dimedone
126-81-8

dimedone

3,3-dimethyl-12-(4-nitrophenyl)-3,4,5,12-tetrahydrobenzo[4,5]imidazo-[2,1-b]quinazolin-1(2H)-one

3,3-dimethyl-12-(4-nitrophenyl)-3,4,5,12-tetrahydrobenzo[4,5]imidazo-[2,1-b]quinazolin-1(2H)-one

Conditions
ConditionsYield
With silica In acetonitrile at 25 - 30℃; for 0.5h; Green chemistry;98%
With toluene-4-sulfonic acid In acetonitrile at 40 - 50℃; for 0.333333h; Green chemistry;98%
With starch functionalized Fe3O4 nanoparticles In water at 20℃; for 0.116667h; Irradiation; Green chemistry; chemoselective reaction;98%
1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

dimedone
126-81-8

dimedone

3,3-dimethyl-12-(4-methoxyphenyl)-3,4,5,12-tetrahydrobenzo [4,5]imidazo-[2,1-b]quinazolin-1(2H)-one

3,3-dimethyl-12-(4-methoxyphenyl)-3,4,5,12-tetrahydrobenzo [4,5]imidazo-[2,1-b]quinazolin-1(2H)-one

Conditions
ConditionsYield
With starch functionalized Fe3O4 nanoparticles In water at 20℃; for 0.15h; Irradiation; Green chemistry; chemoselective reaction;98%
With acetic acid at 60℃; for 0.333333h; Green chemistry;96%
With 4-methyl-4-sulfonic acid morpholinium chloride at 90℃; for 0.0833333h; Reagent/catalyst;96%
1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

formaldehyd
50-00-0

formaldehyd

(4-fluoro-phenyl)-thiourea
459-05-2

(4-fluoro-phenyl)-thiourea

5-(1H-benzoimidazol-2-yl)-1-(4-fluoro-phenyl)-[1,3,5]triazinane-2-thione

5-(1H-benzoimidazol-2-yl)-1-(4-fluoro-phenyl)-[1,3,5]triazinane-2-thione

Conditions
ConditionsYield
In water for 0.025h; microwave irradiation;98%
1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

dimedone
126-81-8

dimedone

12-(4-chlorophenyl)-3,3-dimethyl-3,4,5,12-tetrahydrobenzo[4,5]imidazo[2,1-b]quinazoline-1(2H)-one

12-(4-chlorophenyl)-3,3-dimethyl-3,4,5,12-tetrahydrobenzo[4,5]imidazo[2,1-b]quinazoline-1(2H)-one

Conditions
ConditionsYield
With butane-1-sulfonic acid modified starch coated γ-Fe2O3 magnetic nanoparticles In neat (no solvent) at 100℃; for 0.166667h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature;98%
With starch functionalized Fe3O4 nanoparticles In water at 20℃; for 0.116667h; Irradiation; Green chemistry; chemoselective reaction;98%
With 4-methyl-4-sulfonic acid morpholinium chloride at 90℃; for 0.0666667h; Catalytic behavior; Reagent/catalyst; Temperature;97%
3-(4-chlorophenyl)-2-(2-methoxycarbonylphenylhydrazono)-3-oxo-propanal
824953-65-3

3-(4-chlorophenyl)-2-(2-methoxycarbonylphenylhydrazono)-3-oxo-propanal

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

methyl 2-(2-{1-[(1H-benzimidazol-2-ylimino)-methyl]-2-(4-chlorophenyl)-2-oxo-ethylidene}hydrazino)benzoate

methyl 2-(2-{1-[(1H-benzimidazol-2-ylimino)-methyl]-2-(4-chlorophenyl)-2-oxo-ethylidene}hydrazino)benzoate

Conditions
ConditionsYield
In ethanol for 0.166667h; microwave irradiation;98%
1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

2-[hydroxy-(3-nitro-phenyl)-methyl]-acrylic acid methyl ester
360574-95-4

2-[hydroxy-(3-nitro-phenyl)-methyl]-acrylic acid methyl ester

6-[(3-nitrophenyl)hydroxymethyl]-5,6-dihydro-8H-benzo[4,5]imidazo[1,2-a]pyrimidin-7-one
1227670-24-7

6-[(3-nitrophenyl)hydroxymethyl]-5,6-dihydro-8H-benzo[4,5]imidazo[1,2-a]pyrimidin-7-one

Conditions
ConditionsYield
In 1,4-dioxane at 100℃; for 2h;98%
In tetrahydrofuran; water at 50℃; for 24h; Michael addition-cyclization tandem reaction;77%
pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

ethyl acetoacetate
141-97-9

ethyl acetoacetate

ethyl 2-methyl-4-(pyridin-4-yl)-1,4-dihydrobenzo[4,5]imidazo[1,2-a]pyrimidine-3-carboxylate
727405-62-1

ethyl 2-methyl-4-(pyridin-4-yl)-1,4-dihydrobenzo[4,5]imidazo[1,2-a]pyrimidine-3-carboxylate

Conditions
ConditionsYield
With Thiamine hydrochloride In water for 3h; Reflux;98%
With zinc perchlorate In methanol for 6h; Reflux;70%
1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

ethyl acetoacetate
141-97-9

ethyl acetoacetate

3-Chlorobenzaldehyde
587-04-2

3-Chlorobenzaldehyde

4-(3-chlorophenyl)-2-methyl-1,4-dihydrobenzo[4,5]imidazo[1,2-a]pyrimidine-3-carboxylic acid ethyl ester
727405-73-4

4-(3-chlorophenyl)-2-methyl-1,4-dihydrobenzo[4,5]imidazo[1,2-a]pyrimidine-3-carboxylic acid ethyl ester

Conditions
ConditionsYield
With poly(vinylpyrrolidonium) perchlorate ([PVPH]ClO4) at 100℃; for 0.333333h;98%
With N,N,N’,N’-tetrabromobenzene-1,3-disulfonamide In neat (no solvent) at 100℃; for 0.666667h; Reagent/catalyst; Green chemistry;96%
With 4,4'-(butane-1,4-diyl)bis(1-sulfo-1,4-diazabicyclo[2.2.2]octane-1,4-diium) tetrachloride In neat (no solvent) at 90℃; for 0.25h; Green chemistry;92%
1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

2,5-bis(chloromethyl)-1,3,4-oxadiazole
541540-90-3

2,5-bis(chloromethyl)-1,3,4-oxadiazole

C18H16N8O
1489236-38-5

C18H16N8O

Conditions
ConditionsYield
With potassium hydroxide In acetone Reflux;98%
1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

4-ethoxy-1,1,1-trichloro-3-buten-2-one
83124-74-7

4-ethoxy-1,1,1-trichloro-3-buten-2-one

2-(trichloromethyl)benzo[4,5]imidazol[1,2-a]pyrimidine
1320212-46-1

2-(trichloromethyl)benzo[4,5]imidazol[1,2-a]pyrimidine

Conditions
ConditionsYield
With triethylamine In toluene for 2h; Reflux;98%
1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

malononitrile
109-77-3

malononitrile

2-amino-4-(4-chlorophenyl)-1,4-dihydrobenzo[4,5]imidazolo[1,2-a]pyrimidine-3-carbonitrile
378760-56-6

2-amino-4-(4-chlorophenyl)-1,4-dihydrobenzo[4,5]imidazolo[1,2-a]pyrimidine-3-carbonitrile

Conditions
ConditionsYield
With Ag-TiO2 nanocomposite In neat (no solvent) at 60℃; for 0.133333h; Catalytic behavior; Solvent; Temperature;98%
With starch functionalized Fe3O4 nanoparticles In water at 20℃; for 0.05h; Irradiation; Green chemistry; chemoselective reaction;97%
With poly(vinylpyrrolidonium) perchlorate ([PVPH]ClO4) at 100℃; for 0.25h;96%
1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

malononitrile
109-77-3

malononitrile

2-amino-4-(4-fluorophenyl)-1,4-dihydrobenzo[4,5]imidazolo[1,2-a]pyrimidine-3-carbonitrile
380891-82-7

2-amino-4-(4-fluorophenyl)-1,4-dihydrobenzo[4,5]imidazolo[1,2-a]pyrimidine-3-carbonitrile

Conditions
ConditionsYield
With starch functionalized Fe3O4 nanoparticles In water at 20℃; for 0.05h; Irradiation; Green chemistry;98%
With Ag-TiO2 nanocomposite In neat (no solvent) at 60℃; for 0.133333h;97%
With zinc ferrite In methanol at 70℃; for 1.48333h; Sonication; Green chemistry;92%
1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

m-bromobenzoic aldehyde
3132-99-8

m-bromobenzoic aldehyde

malononitrile
109-77-3

malononitrile

2-amino-4-(3-bromophenyl)-1,4-dihydrobenzo[4,5]imidazolo[1,2-a]pyrimidine-3-carbonitrile
933194-36-6

2-amino-4-(3-bromophenyl)-1,4-dihydrobenzo[4,5]imidazolo[1,2-a]pyrimidine-3-carbonitrile

Conditions
ConditionsYield
With poly(vinylpyrrolidonium) perchlorate ([PVPH]ClO4) at 100℃; for 0.0666667h;98%
With 1-methyl-3-(trimethoxysilylpropyl)imidazolium hydrogen sulfate supported on rice husk ash In neat (no solvent) at 100℃; for 0.05h; Green chemistry;90%
With zinc ferrite In methanol at 70℃; for 1.36667h; Sonication; Green chemistry;90%
1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

malononitrile
109-77-3

malononitrile

2-amino-4-(4-isopropylphenyl)-1,4-dihydrobenzo[4,5]imidazolo[1,2-a]pyrimidine-3-carbonitrile
932995-93-2

2-amino-4-(4-isopropylphenyl)-1,4-dihydrobenzo[4,5]imidazolo[1,2-a]pyrimidine-3-carbonitrile

Conditions
ConditionsYield
With poly(vinylpyrrolidonium) perchlorate ([PVPH]ClO4) at 100℃; for 0.0666667h;98%
With toluene-4-sulfonic acid In neat (no solvent) at 80℃; for 0.55h; Green chemistry;92%
With 1-methyl-3-(trimethoxysilylpropyl)imidazolium hydrogen sulfate supported on rice husk ash In neat (no solvent) at 100℃; for 0.0833333h; Green chemistry;88%
1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

malononitrile
109-77-3

malononitrile

2-amino-4-(4-bromophenyl)-1,4-dihydrobenzo[4,5]imidazolo[1,2-a]pyrimidine-3-carbonitrile
1608468-74-1

2-amino-4-(4-bromophenyl)-1,4-dihydrobenzo[4,5]imidazolo[1,2-a]pyrimidine-3-carbonitrile

Conditions
ConditionsYield
With Ag-TiO2 nanocomposite In neat (no solvent) at 60℃; for 0.166667h;98%
With starch functionalized Fe3O4 nanoparticles In water at 20℃; for 0.0666667h; Irradiation; Green chemistry;97%
With poly(vinylpyrrolidonium) perchlorate ([PVPH]ClO4) at 100℃; for 0.333333h;95%
1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

m-bromobenzoic aldehyde
3132-99-8

m-bromobenzoic aldehyde

ethyl acetoacetate
141-97-9

ethyl acetoacetate

ethyl 4-(3-bromophenyl)-1,4-dihydro-2-methylpyrimido[1,2-a]benzimidazole-3-carboxylate
932210-11-2

ethyl 4-(3-bromophenyl)-1,4-dihydro-2-methylpyrimido[1,2-a]benzimidazole-3-carboxylate

Conditions
ConditionsYield
With poly(vinylpyrrolidonium) perchlorate ([PVPH]ClO4) at 100℃; for 0.666667h;98%
With Copper-polysulfonamide complex immobilized on graphene oxide In ethanol for 0.333333h; Reflux;95%
With N,N,N’,N’-tetrabromobenzene-1,3-disulfonamide In neat (no solvent) at 100℃; for 0.583333h; Reagent/catalyst; Green chemistry;90%
1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

3-[3-(2-oxiranyl-ethoxy)-6-oxo-6H-pyridazin-1-ylmethyl]-benzoic acid methyl ester
1622068-87-4

3-[3-(2-oxiranyl-ethoxy)-6-oxo-6H-pyridazin-1-ylmethyl]-benzoic acid methyl ester

potassium 3-{3-[4-(2-amino-benzoimidazol-1-yl)-3-hydroxy-butoxy]-6-oxo-6H-pyridazin-1-ylmethyl}-benzoate
1622069-40-2

potassium 3-{3-[4-(2-amino-benzoimidazol-1-yl)-3-hydroxy-butoxy]-6-oxo-6H-pyridazin-1-ylmethyl}-benzoate

Conditions
ConditionsYield
With potassium hydroxide In methanol; water at 100℃; for 1h; Microwave irradiation;98%

2-AMINOBENZIMIDAZOLE Chemical Properties

The Molecular formula of 2-AMINOBENZIMIDAZOLE(934-32-7): C7H7N3
The Molecular Weight of 2-AMINOBENZIMIDAZOLE(934-32-7): 133.15
Molecular Structure:
EINECS: 213-280-6
Melting point: 226-230 °C(lit.)
Boiling Point: 368.9 °C at 760 mmHg 
Flash Point: 204.6 °C 
Index of Refraction: 1.78 
Molar Refractivity: 40.85 cm
Molar Volume: 97.3 cm3 
Polarizability: 16.19 10-24 cm
Surface Tension: 79.4 dyne/cm 
Density: 1.367 g/cm
Enthalpy of Vaporization: 61.56 kJ/mol 
Vapour Pressure: 1.23E-05 mmHg at 25°C 
IUPAC Name: 1H-benzimidazol-2-amine
Synonyms: 2-Iminobenzimidazoline;Benzimidazole, 2-amino-;2-amino-benzimidazol;USAF ek-4037;usafek-4037;2-BENZIMIDAZOLAMINE;2-BENZIMIDAZOLYLAMINE;2-AMINOBENZIMIDAZOLE;

2-AMINOBENZIMIDAZOLE Toxicity Data With Reference

1.   

mma-sat 710 µmol/L

   ENMUDM    Environmental Mutagenesis. 3 (1981),11.
2.   

mmo-sat 100 µg/plate

   MUREAV    Mutation Research. 15 (1972),273.
3.   

orl-rat TDLo:426 mg/kg (8-15D preg):TER

   THERAP    Therapie. 31 (1976),505.
4.   

orl-rat LDLo:500 mg/kg

   NCNSA6    National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. 5 (1953),22.
5.   

orl-mus LD40:600 mg/kg

   JACSAT    Journal of the American Chemical Society. 67 (1945),905.
6.   

ipr-mus LD50:100 mg/kg

   NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 .
7.   

ivn-mus LD50:126 mg/kg

   29QHAQ    Principles of Medicinal Chemistry Foye, W.O., eds.,Philadelphia, PA.: Lea and Febiger,1974,246.

2-AMINOBENZIMIDAZOLE Consensus Reports

Reported in EPA TSCA Inventory.

2-AMINOBENZIMIDAZOLE Safety Profile

Poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion. An experimental teratogen. Mutation data reported. When heated to decomposition it emits toxic NOx. See also AROMATIC AMINES.
The Hazard Codes of 2-AMINOBENZIMIDAZOLE(934-32-7):  Xn
The Risk Statements information of 2-AMINOBENZIMIDAZOLE(934-32-7):
22:  Harmful if swallowed 
43:  May cause sensitization by skin contact 
36/37/38:  Irritating to eyes, respiratory system and skin 
The Safety Statements information of 2-AMINOBENZIMIDAZOLE(934-32-7):
22:  Do not breathe dust 
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection 
WGK Germany: 3
RTECS: DD5775000
HS Code: 29339990
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