2-(3-aminophenyl)-5-aminobenzimidazole

English name

2-(3-aminophenyl)-5-aminobenzimidazole

English synonyms

2-(3-aminophenyl)-5-aminobenzimidazole;2-(3-Aminophenyl)-1H-benzo[d]imidazol-6-amine;1H-Benzimidazol-5-amine,2-(3-aminophenyl)-;2-(3-aminophenyl)-3H-benzimidChemicalbookazol-5-amine;2,3,5-ABA;1H-Benzimidazol-6-amine,2-(3-aminophenyl)-;3-(3-aminophenyl)-5-aminobenzimidazole(2,3,5-ABA);2-(3'-aminophenyI)--5--aminobenzimidazole

CAS number

13676-49-8

Molecular formula

C13H12N4

Molecular weight

224.26

EINECS

206-141-6

Related Categories

Imidazole, pyrazole and other derivatives

Mol file

13676-49-8.mol

Boiling point

562.7±56.0 °C(Predicted)

Density

1.359±0.06 g/cm3(Predicted)

Storage conditions

Keep in dark place,Inert atmosphere,Room temperature

Solubility

Soluble in DMSO (a small amount) and methanol (a small amount)

Particle size (pKa)

10.89 ± 0.10 (Predicted)

Form

Solid

Color

Light beige to light brown

Production Methods

The general procedure for synthesizing 2-(3-aminophenyl)-5-aminobenzimidazole using compound (CAS: 59403-35-9) as the starting material is as follows: the prepared amide, 200 mL of acetic acid, and 0.20 g of 5% Pd/C catalyst were added to a 500 mL autoclave. The reaction was carried out at 110°C and 6 MPa of hydrogen pressure for 4 hours. After completion of the reaction, the autoclave was cooled and the catalyst was recovered by filtration. Under nitrogen protection, approximately 150 mL of solvent was removed from the filtrate by distillation at atmospheric pressure. Subsequently, 100 mL of purified water was added to the remaining solution, and the mixture was cooled to 20°C. Filtration yielded 16.2 g of the desired product, 2-(3-aminophenyl)-5-aminobenzimidazole, with a purity of 96.2% as determined by HPLC and a yield of 90.5%.

References:

[1] Patent: CN107474016,  2017,  A. Location in patent: Paragraph 0019-0020
[2] Fortschr. Teerfarbenfabr. Verw. Industriezweige,  vol. 3,  p. 711

Upstream raw materials

Hydrogen Palladium on Carbon Activated Carbon Acetic Acid