A convenient synthesis of some new thiazole and pyrimidine derivatives incorporating a naphthalene moiety. (28th February 2013)

• Record Type: Journal Article
• Authors: Gomha, Sobhi; Badrey, Mohamed
• Is Part Of: Journal of chemical research. Volume 37:Number 2(2013)
• Page Start: 86
• Page End: 90
• Publication Date: 2013-02-28
• Subjects: Chemistry -- Research -- Periodicals; Chemistry -- Periodicals; 540.5
• DOI: 10.3184/174751912X13567137687630
• Languages: English
• ISSNs: 1747-5198

Abstract

The reaction of 2-[1-(naphthalen-2-yl)ethylidene]hydrazinecarbothioamide with hydrazonoyl halides afforded new thiazole derivatives, whilst reaction with compounds containing an activated double bond such as ethoxymethylenemalononitrile and benzylidenemalononitrile yielded the respective pyrimidine derivatives. A 4-thiazolidin-4-one was obtained by reaction of the hydrazinecarbothioamide with ethyl bromoacetate. Subsequent condensation of the thiazolidinone with aromatic aldehydes afforded the corresponding arylidene derivatives. Treatment of the hydrazinecarbothioamide with dimethyl acetylenedicarboxylate resulted in the formation of a (methoxycarbonylmethylidene) thiazolinone. Reaction of the hydrazinecarbothioamide with 2-chloro-1, 3-dicarbonyl compounds gave the respective thiazole derivatives. The structures of the newly synthesised compounds were confirmed by their elemental analysis and spectral data.