Product Name

  • Name

    2-(4-Aminophenyl)-1H-benzimidazol-5-amine

  • EINECS 231-538-6
  • CAS No. 7621-86-5
  • Article Data21
  • CAS DataBase
  • Density 1.359 g/cm3
  • Solubility
  • Melting Point 234.0 to 238.0 °C
  • Formula C13H12N4
  • Boiling Point 545.5 °C at 760 mmHg
  • Molecular Weight 224.265
  • Flash Point 317.6 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 7621-86-5 (2-(4-Aminophenyl)-1H-benzimidazol-5-amine)
  • Hazard Symbols
  • Synonyms 2-(4-Aminophenyl)-5-aminobenzimidazole;5(6)-Amino-2-(p-aminophenyl)benzimidazole;5-Amino-2-(4-aminophenyl)benzimidazole;1H-Benzimidazol-5-amine,2-(4-aminophenyl)- (9CI);Benzimidazole, 5(or 6)-amino-2-(p-aminophenyl)-(6CI);Benzimidazole, 5-amino-2-(p-aminophenyl)- (8CI);
  • PSA 80.72000
  • LogP 3.55670

Synthetic route

5-nitro-2-(4-nitrophenyl)-1H-benzimidazole
1772-39-0

5-nitro-2-(4-nitrophenyl)-1H-benzimidazole

2-(4-aminophenyl)-5-amino-benzimidazole
7621-86-5

2-(4-aminophenyl)-5-amino-benzimidazole

Conditions
ConditionsYield
With sodium sulfide; phosphoric acid In water at 100℃; for 12h; pH=< 1;96%
With hydrogenchloride; tin(ll) chloride
2',4',4-trinitrobenzanilide
37632-91-0

2',4',4-trinitrobenzanilide

2-(4-aminophenyl)-5-amino-benzimidazole
7621-86-5

2-(4-aminophenyl)-5-amino-benzimidazole

Conditions
ConditionsYield
With 5%-palladium/activated carbon; hydrogen In ethanol at 80℃; under 60006 Torr; for 5h; Autoclave;93.5%
With hydrogenchloride; tin(ll) chloride
With hydrogenchloride; tin(ll) chloride
Multi-step reaction with 2 steps
1: hydrogenchloride; iron / 90 - 95 °C
2: 250 °C / im Vakuum
View Scheme
2',4',4-Triaminobenzanilide
60779-50-2

2',4',4-Triaminobenzanilide

2-(4-aminophenyl)-5-amino-benzimidazole
7621-86-5

2-(4-aminophenyl)-5-amino-benzimidazole

Conditions
ConditionsYield
at 250℃; im Vakuum;
at 250℃; im Vakuum;
hydrogenchloride
7647-01-0

hydrogenchloride

2',4',4-trinitrobenzanilide
37632-91-0

2',4',4-trinitrobenzanilide

SnCl2

SnCl2

2-(4-aminophenyl)-5-amino-benzimidazole
7621-86-5

2-(4-aminophenyl)-5-amino-benzimidazole

4-nitrobenzanilide
3460-11-5

4-nitrobenzanilide

2-(4-aminophenyl)-5-amino-benzimidazole
7621-86-5

2-(4-aminophenyl)-5-amino-benzimidazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid; nitric acid / 5 - 10 °C
3: 250 °C / im Vakuum
View Scheme
Multi-step reaction with 3 steps
1: sulfuric acid; nitric acid / 5 - 10 °C
2: hydrogenchloride; iron / 90 - 95 °C
3: 250 °C / im Vakuum
View Scheme
4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

2-(4-aminophenyl)-5-amino-benzimidazole
7621-86-5

2-(4-aminophenyl)-5-amino-benzimidazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid
2: SnCl2; aqueous methanol.HCl
View Scheme
4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

2-(4-aminophenyl)-5-amino-benzimidazole
7621-86-5

2-(4-aminophenyl)-5-amino-benzimidazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid
2: SnCl2; aqueous methanol.HCl
View Scheme
benzene-1,2,4-triamine dihydrochloride
615-47-4

benzene-1,2,4-triamine dihydrochloride

4-amino-benzoic acid
150-13-0

4-amino-benzoic acid

2-(4-aminophenyl)-5-amino-benzimidazole
7621-86-5

2-(4-aminophenyl)-5-amino-benzimidazole

Conditions
ConditionsYield
With methanesulfonic acid; tin(II) chloride dihdyrate In para-xylene; water for 8.25h; Solvent; Dean-Stark; Reflux; Inert atmosphere;
2,4-Dinitroanilin
97-02-9

2,4-Dinitroanilin

2-(4-aminophenyl)-5-amino-benzimidazole
7621-86-5

2-(4-aminophenyl)-5-amino-benzimidazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: Degussa F101 catalyst; hydrogen / ethanol / 2 h / 70 °C / 5171.62 Torr / Autoclave; Inert atmosphere
1.2: 15 °C
2.1: tin(II) chloride dihdyrate; methanesulfonic acid / para-xylene; water / 8.25 h / Dean-Stark; Reflux; Inert atmosphere
View Scheme
4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

2,4-Dinitroanilin
97-02-9

2,4-Dinitroanilin

2-(4-aminophenyl)-5-amino-benzimidazole
7621-86-5

2-(4-aminophenyl)-5-amino-benzimidazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: boric acid / toluene / 6 h / Reflux
2: 5%-palladium/activated carbon; hydrogen / ethanol / 5 h / 80 °C / 60006 Torr / Autoclave
View Scheme
2-(4-aminophenyl)-5-amino-benzimidazole
7621-86-5

2-(4-aminophenyl)-5-amino-benzimidazole

salicylaldehyde
90-02-8

salicylaldehyde

C27H20N4O2
377059-64-8

C27H20N4O2

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 50℃; for 4h; Inert atmosphere;99%
2-(4-aminophenyl)-5-amino-benzimidazole
7621-86-5

2-(4-aminophenyl)-5-amino-benzimidazole

4-(4'-nitrophenyl)benzoyl chloride
41567-99-1

4-(4'-nitrophenyl)benzoyl chloride

C39H26N6O6

C39H26N6O6

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 24h;78%
2-(4-aminophenyl)-5-amino-benzimidazole
7621-86-5

2-(4-aminophenyl)-5-amino-benzimidazole

2-chloro-5-nitro-benzenesulfonic acid
96-73-1

2-chloro-5-nitro-benzenesulfonic acid

4'-(5(6)-aminobenzimidazol-2-yl)-4-nitro-2-sulfodiphenylamine

4'-(5(6)-aminobenzimidazol-2-yl)-4-nitro-2-sulfodiphenylamine

Conditions
ConditionsYield
With magnesium oxide In N,N-dimethyl acetamide; water at 110 - 140℃; for 15h;
7,7'-methylenebis(2-phenyl-3,1-benzoxazin-4-one)

7,7'-methylenebis(2-phenyl-3,1-benzoxazin-4-one)

2-(4-aminophenyl)-5-amino-benzimidazole
7621-86-5

2-(4-aminophenyl)-5-amino-benzimidazole

polymer; monomer(s): 7,7\-methylenebis(2-phenyl-3,1-benzoxazin-4-one); 5-amino-2-(4-aminophenyl)benzimidazole

polymer; monomer(s): 7,7\-methylenebis(2-phenyl-3,1-benzoxazin-4-one); 5-amino-2-(4-aminophenyl)benzimidazole

Conditions
ConditionsYield
With phosphorus pentoxide In various solvent(s) at 20 - 180℃; for 10h;
2-(4-aminophenyl)-5-amino-benzimidazole
7621-86-5

2-(4-aminophenyl)-5-amino-benzimidazole

4,4'-bis(chlorocarbonyl)diphenyl oxide
7158-32-9

4,4'-bis(chlorocarbonyl)diphenyl oxide

polymer; monomer(s): 4,4\-bis(chlorocarbonyl)diphenyl oxide; 5-amino-2-(4-aminophenyl)benzimidazole

polymer; monomer(s): 4,4\-bis(chlorocarbonyl)diphenyl oxide; 5-amino-2-(4-aminophenyl)benzimidazole

Conditions
ConditionsYield
In N,N-dimethyl acetamide at -10 - 20℃;
2-(4-aminophenyl)-5-amino-benzimidazole
7621-86-5

2-(4-aminophenyl)-5-amino-benzimidazole

dianhydride of bis(3,4-dicarboxyphenyl)resorcinol ether

dianhydride of bis(3,4-dicarboxyphenyl)resorcinol ether

polymer; monomer(s): 5,5\-(1,3-phenylenedioxy)bis(1,3-isobenzofurandione); 5-amino-2-(4-aminophenyl)benzimidazole

polymer; monomer(s): 5,5\-(1,3-phenylenedioxy)bis(1,3-isobenzofurandione); 5-amino-2-(4-aminophenyl)benzimidazole

Conditions
ConditionsYield
Stage #1: 2-(4-aminophenyl)-5-amino-benzimidazole; dianhydride of bis(3,4-dicarboxyphenyl)resorcinol ether In 1-methyl-pyrrolidin-2-one at 20℃; for 8h;
Stage #2: With pyridine; acetic anhydride; triethylamine In 1-methyl-pyrrolidin-2-one at 20 - 60℃; for 12h;
2-(4-aminophenyl)-5-amino-benzimidazole
7621-86-5

2-(4-aminophenyl)-5-amino-benzimidazole

4,4'-(1,1,1,3,3,3-hexafluoroisopropylidene)diphthalic anhydride
1107-00-2

4,4'-(1,1,1,3,3,3-hexafluoroisopropylidene)diphthalic anhydride

polymer, prepared by chemical condensation of polyamido acid; monomer(s): 5,5\-hexafluoroisopropylidenebis(1,3-isobenzofurandione); 5-amino-2-(4-aminophenyl)benzimidazole

polymer, prepared by chemical condensation of polyamido acid; monomer(s): 5,5\-hexafluoroisopropylidenebis(1,3-isobenzofurandione); 5-amino-2-(4-aminophenyl)benzimidazole

Conditions
ConditionsYield
Stage #1: 2-(4-aminophenyl)-5-amino-benzimidazole; 4,4'-(1,1,1,3,3,3-hexafluoroisopropylidene)diphthalic anhydride In 1-methyl-pyrrolidin-2-one at 20℃; for 8h;
Stage #2: With pyridine; acetic anhydride; triethylamine In 1-methyl-pyrrolidin-2-one at 20 - 60℃; for 12h;
2-(4-aminophenyl)-5-amino-benzimidazole
7621-86-5

2-(4-aminophenyl)-5-amino-benzimidazole

4,4'-(1,1,1,3,3,3-hexafluoroisopropylidene)diphthalic anhydride
1107-00-2

4,4'-(1,1,1,3,3,3-hexafluoroisopropylidene)diphthalic anhydride

polymer, prepared by cyclodehydration of polyamido acid in N-methylpyrrolidone and toluene at 170 deg C; monomer(s): 5,5\-hexafluoroisopropylidenebis(1,3-isobenzofurandione); 5-amino-2-(4-aminophenyl)benzimidazole

polymer, prepared by cyclodehydration of polyamido acid in N-methylpyrrolidone and toluene at 170 deg C; monomer(s): 5,5\-hexafluoroisopropylidenebis(1,3-isobenzofurandione); 5-amino-2-(4-aminophenyl)benzimidazole

Conditions
ConditionsYield
Stage #1: 2-(4-aminophenyl)-5-amino-benzimidazole; 4,4'-(1,1,1,3,3,3-hexafluoroisopropylidene)diphthalic anhydride In 1-methyl-pyrrolidin-2-one at 20℃; for 8h;
Stage #2: In 1-methyl-pyrrolidin-2-one; toluene at 170℃;
2-(4-aminophenyl)-5-amino-benzimidazole
7621-86-5

2-(4-aminophenyl)-5-amino-benzimidazole

4-amino-4'-(5(6)-aminobenzimidazol-2-yl)-2-sulfodiphenylamine

4-amino-4'-(5(6)-aminobenzimidazol-2-yl)-2-sulfodiphenylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: MgO / H2O; N,N-dimethyl-acetamide / 15 h / 110 - 140 °C
2: 55 percent / Fe, HCl / H2O
View Scheme

2-(4-Aminophenyl)-1H-benzimidazol-5-amine Chemical Properties

Molecular Formula: C13H12N4
Molar mass: 224.26 g/mol
EINECS: 231-538-6
Density: 1.359 g/cm3
Flash Point: 317.6 °C
Index of Refraction: 1.787
Boiling Point: 545.5 °C at 760 mmHg
Vapour Pressure: 5.88E-12 mmHg at 25°C
Product categories of 2-(4-Aminophenyl)-5-aminobenzimidazole (CAS NO.7621-86-5): Intermediates of Dyes and Pigments;API intermediates
Structure of 2-(4-Aminophenyl)-5-aminobenzimidazole (CAS NO.7621-86-5):
                 
XLogP3-AA: 1.9
H-Bond Donor: 3
H-Bond Acceptor: 3
IUPAC Name: 2-(4-Aminophenyl)-3H-benzimidazol-5-amine
Canonical SMILES: C1=CC(=CC=C1C2=NC3=C(N2)C=C(C=C3)N)N
InChI: InChI=1S/C13H12N4/c14-9-3-1-8(2-4-9)13-16-11-6-5-10(15)7-12(11)17-13/h1-
7H,14-15H2,(H,16,17) 
InChIKey: XAFOTXWPFVZQAZ-UHFFFAOYSA-N

2-(4-Aminophenyl)-1H-benzimidazol-5-amine Uses

 2-(4-Aminophenyl)-5-aminobenzimidazole (CAS NO.7621-86-5) has been used for intermediate of dye and pigment.

2-(4-Aminophenyl)-1H-benzimidazol-5-amine Toxicity Data With Reference

1.    

orl-rat LD50:5 g/kg

    GISAAA    Gigiena i Sanitariya. 43 (9)(1978),23.
2.    

orl-mus LD50:5500 mg/kg

    GISAAA    Gigiena i Sanitariya. 43 (9)(1978),23.

2-(4-Aminophenyl)-1H-benzimidazol-5-amine Consensus Reports

Reported in EPA TSCA Inventory.

2-(4-Aminophenyl)-1H-benzimidazol-5-amine Safety Profile

Low toxicity by ingestion. When heated to decomposition it emits toxic vapors of NOx.

2-(4-Aminophenyl)-1H-benzimidazol-5-amine Specification

 2-(4-Aminophenyl)-5-aminobenzimidazole ,its cas register number is 7621-86-5.It also can be called 2-(4-Amino-phenyl)-3H-benzoimidazol-5-ylamine ; 2-(4-Amino-phenyl)-1H-benzoimidazol-5-ylamine ; 2-(4-Aminophenyl)-1H-benzimidazol-2-amine and 1H-Benzimidazol-5-amine, 2- (4-aminophenyl)- .

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