243668-28-2

Upstream product

• 108-98-5 thiophenol 
• 56653-43-1 2-bromo-1-(1-methyl-1H-benzo[d]imidazol-2-yl)ethan-1-one 
• 95-54-5 1,2-diamino-benzene 
• 939-70-8 2-acetylbenzimidazole 
• 942-25-6 2-acetyl-1-methylbenzimidazole 
• 14204-27-4 N-phenylthiophthalimide 
• 77-78-1 dimethyl sulfate 
• 16414-04-3 1-benzimidazol-2-ylethanol 

Relevant academic research and scientific papers

A New Facile Sulfenylation of 2-Acetylbenzimidazoles

A facile sulfenylation of 2-acetylbenzimidazoles has been achieved by using N-(phenylthio)phthalimide in the presence of potassium tert-butoxide in DMSO. The latter gave N-alkyl-β-phenylsulfenyl-2-acetylbenzimidazole on reaction with alkylating agents in the presence of potassium carbonate in N,N-dimethylformamide.

An unusual resistance to α-bromination by arylacetyl compound: Studies on bromination of 2-acetylbenzimidazoles and their subsequent reactions with sulphur nucleophiles - Synthesis of novel β-ketosulphone derivatives of benzimidazoles

Condensation of o-phenylenediamine with lactic acid under Phillips' conditions gave the known 2(α-hydroxyethyl)benzimidazole 1 which on oxidation with acid dichromate furnishes 2-acetylbenzimidazole 2. Reaction of 2 with bromine in acetic acid at room temp. give a novel product 3 but not the expected 2-(α-bromoacetyl)benzimidazole 4. Rational explanation is offered for this anamolous behaviour of 2. Compound 2 on alkylation, give 1- alkyl derivatives which undergo smooth bromination with bromine in acetic acid to give the corresponding 1-alkyl-2(α-bromoacetyl)benzimidazoles. Reactions of latter with sulphur nucleophiles such as PhS-, ArSO2- etc., resulting in substitution of bromine, leading to novel β-ketosulphone derivatives of benzimidazoles, are reported. Products have been characterised by IR, NMR (1H and 13C) and mass spectral data.