Three possible products from the reactions of gewald's amide with aromatic aldehydes

✍ Scribed by Sergey G. Dzhavakhishvili; Nikolay Yu. Gorobets; Vladimir I. Musatov; Sergey M. Desenko; Boris V. Paponov

• Book ID: 102341211
• Publisher: Journal of Heterocyclic Chemistry
• Year: 2008
• Tongue: English
• Weight: 256 KB
• Volume: 45
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.5570450243

✦ Synopsis

Abstract

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Transformations of 2‐amino‐4,5,6,7‐tetrahydrobenzo[b]thiophene‐3‐carboxamide (Gewald's amide) in the reactions with aromatic aldehydes were studied. Efficient methods for synthesis of three possible types of products: 2‐aryl‐5,6,7,8‐tetrahydro[1]benzothieno[2,3‐d]pyrimidin‐4(3__H__)‐one, 2‐(1‐arylmethylidene‐amino)‐4,5,6,7‐tetrahydrobenzo[b]thiophene‐3‐carboxamide and 2‐aryl‐2,3,5,6,7,8‐hexahydro[1]benzo‐thieno[2,3‐d]pyrimidin‐4(1__H__)‐one derivatives were developed. All the products were easily isolated by filtration in very good overall yields. Mutual transformations of these compounds were also studied.