1H-benzimidazole-5,6-diamine

Base Information

• Chemical Name: 1H-benzimidazole-5,6-diamine
• CAS No.: 71209-21-7
• Molecular Formula: C7H8 N4
• Molecular Weight: 148.167
• Hs Code.: 2933990090
• European Community (EC) Number: 881-811-4
• DSSTox Substance ID: DTXSID201327877
• Wikidata: Q27185699
• ChEMBL ID: CHEMBL1589385
• Mol file: 71209-21-7.mol

Synonyms:1H-benzimidazole-5,6-diamine;71209-21-7;1H-BENZO[D]IMIDAZOLE-5,6-DIAMINE;1H-1,3-BENZODIAZOLE-5,6-DIAMINE;5,6-diaminobenzimidazole;MLS000724043;SMR000305638;5,6-DIAMINOBENZIMIDAZOLE TRIHYDROCHLORIDE;Oprea1_248651;SCHEMBL4370465;SCHEMBL5270917;CHEMBL1589385;BDBM34936;cid_2773193;CHEBI:107392;SJVPHAOWYMKBPE-UHFFFAOYSA-N;DTXSID201327877;HMS2639F10;HMS3364E08;5,6-diamino-1H-benzo[d]imidazole;(6-amino-1H-benzimidazol-5-yl)amine;AKOS000365695;CS-0117064;EU-0010117;FT-0666353;D95042;EN300-1588743;A837115;Q27185699

Chemical Property of 1H-benzimidazole-5,6-diamine

Chemical Property:

• PSA: 80.72000
• LogP: 1.88970
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 148.074896272
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

NLT 98% ^*data from raw suppliers

1H-Benzo[d]imidazole-5,6-diamine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC2=C1NC=N2)N)N

Technology Process of 1H-benzimidazole-5,6-diamine

There total 5 articles about 1H-benzimidazole-5,6-diamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

5,6-dinitro-1H-benzo[d]imidazole (50365-37-2) → 5,6-diaminobenzimidazole (71209-21-7)

Guidance literature:

5,6-dinitro-1H-benzo[d]imidazole; With tin; In hydrogenchloride;

In ammonium hydroxide;

DOI:10.1515/HC.2004.10.2-3.193

Reference yield:

benzoimidazole (51-17-2,79351-71-6) → 5,6-diaminobenzimidazole (71209-21-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: nitric acid; acetic acid / 0.5 h / 70 °C

1.2: Cooling with ice

2.1: hydrogen / palladium on activated charcoal / ethanol / 20 °C

With hydrogen; nitric acid; acetic acid; palladium on activated charcoal; In ethanol;

Reference yield:

4,5-dinitro-1,2-phenylenediamine (32690-28-1) → 5,6-diaminobenzimidazole (71209-21-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 3 h / Reflux

2: hydrazine hydrate; palladium 10% on activated carbon / ethanol / 24 h / Reflux

With palladium 10% on activated carbon; hydrazine hydrate; In ethanol;

DOI:10.1021/acs.inorgchem.9b01372

upstream raw materials:

5,6-dinitro-1H-benzo[d]imidazole

5-nitrobenzimidazole

benzoimidazole

4,5-dinitro-1,2-phenylenediamine

Downstream raw materials:

6,7-diphenyl-1H-imidazo[4,5-g]quinoxaline

1-amino-2-naphthol

Refernces

• 1、 -. "BENZIMIDAZOLE DERIVATIVES AND PHARMACEUTICAL COMPOSITIONS AND USES THEREOF". Page/Page column 32. . Retrieved 2013/02/27.
• 2、 Dincer, Sebla. "Diazotisation of 5,6-diamino-1H-benzimidazole". . p. 193 - 196. Retrieved 2007/10/03.