5233-05-6

Basic information

• Product Name: 1H-Benzimidazole, 5,7-dichloro-2-methyl-
• Synonyms: HMS1688F12;4,6-Dichloro-2-methyl-1H-benzoimidazole
• CAS NO: 5233-05-6
• Molecular Formula: C8H6Cl2N2
• Molecular Weight: 201.055
• Mol File: 5233-05-6.mol

Chemical Properties

• Melting Point: 200-201 °C
• Boiling Point: 405.7±25.0 °C(Predicted)
• Density: 1.486±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1H-Benzimidazole, 5,7-dichloro-2-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole, 5,7-dichloro-2-methyl-(5233-05-6)
• EPA Substance Registry System: 1H-Benzimidazole, 5,7-dichloro-2-methyl-(5233-05-6)

Safety Data

• Hazardous Substances Data: 5233-05-6(Hazardous Substances Data)

Usage

Chemical class

Heterocyclic compounds with a fusion of benzene and imidazole rings.

Specific substituents

Two chloro groups at the 5 and 7 positions, and a methyl group at the 2 position.

Potential applications

Pharmaceutical industry due to various biological activities, such as anti-parasitic, anti-cancer, and anti-inflammatory properties.

Synthesis use

Building block in the synthesis of other organic molecules for industrial and research purposes.

Safety precautions

Proper handling and usage required, as chlorinated and methylated compounds can pose risks to human health and the environment.

Upstream product

• 108-24-7 acetic anhydride 
• 5233-04-5 3,5-dichloro-1,2-phenylenediamine 
• 122584-83-2 3,5-dichloro-2-nitroaniline 
• 64-19-7 acetic acid 
• 1445-45-0 Trimethyl orthoacetate 
• 28689-08-9 1,5-dichloro-2,3-dinitrobenzene 

Relevant articles and documents

Indium-mediated one-pot benzimidazole synthesis from 2-nitroanilines or 1,2-dinitroarenes with orthoesters

One-pot reduction-triggered heterocyclizations from 2-nitroanilines or 1,2-dinitroarenes to benzimidazoles were investigated in this study. In the presence of indium/AcOH in ethyl acetate at reflux, reaction of 2-nitroanilines or 1,2-dinitroarenes with R-C(OMe)3 (R=Me, Ph) produced excellent yields of the corresponding benzimidazoles within 30 min to 6 h depending on the substituents of the starting materials. Indium-mediated heterocyclization of 2-nitroanilines to benzimidazole was faster and had better yields than 1,2-dinitroarenes to benzimidazole under similar reaction conditions.

Rapid one-pot preparation of 2-substituted benzimidazoles from 2-nitroanilines using microwave conditions

A high yielding one-pot procedure for the generation of 2-substituted benzimidazoles directly from 2-nitroanilines by in situ reduction and cyclization using a microwave procedure is described.