A novel reaction of 2-phenacyl mercaptoimidazole with acetic anhydride: formation of an imidazothiazole with loss of a phenyl group

Shashiprabha, S and Nagarajan, K and Thomas, SP and Nayak, SP and Rao, KS and Shridhara, K and Row, TNG (2020) A novel reaction of 2-phenacyl mercaptoimidazole with acetic anhydride: formation of an imidazothiazole with loss of a phenyl group. In: Journal of Chemical Sciences, 132 (1).

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Abstract

Abstract: Attempted cyclodehydration of phenacyl mercaptoimidazole hydrobromide with acetic anhydride gave an abnormal product lacking the phenyl group. The molecular structure is confirmed using X-ray crystal structure studies. Phenacyl mercaptobenzimidazole hydrobromide behaved similarly. Analysis of crystal structure revealed an intermolecular S�Br chalcogen bonding interaction. Graphic abstract: The cylization reaction of 2-phenacylmercaptoimidazole hydrobromide is carried out using acetic anhydride, afforded an unexpected imidazothiazole lacking a phenyl ring. The generality of the reaction is confirmed by a similar reaction which was carried out with phenacylmercaptobenzimidazole and yielded similar product.

Item Type:	Journal Article
Publication:	Journal of Chemical Sciences
Publisher:	Springer
Additional Information:	The copyright of this article belongs to Springer
Keywords:	Chemistry, Acetic anhydrides; Bonding interactions; Cyclo dehydrations; Cylization; Mercaptobenzimidazole; Phenyl group; Phenyl rings; X ray crystal structures, Crystal structure
Department/Centre:	Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Date Deposited:	19 Oct 2020 06:31
Last Modified:	19 Oct 2020 06:31
URI:	http://eprints.iisc.ac.in/id/eprint/66591

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