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Synthesis of New 4-(dimethylamino)benzhydrazide Derivatives and Their Cyclization to 1,3-benzothiazin-4-one Moiety

Łukasz Popiołek

Chemical Science International Journal · pp. 231–240 · Published 31 Mar 2015

10.9734/ACSJ/2015/16728

Abstract

The reaction of hydrazides of carboxylic acids with aldehydes is an efficient synthetic method to produce N-substituted hydrazone derivatives. The resulting hydrazone compounds are considered as convenient intermediates and can be used to obtain new interesting heterocyclic systems e.g. 1,3-thiazolidin-4-one or 1,3-benzothiazin-4-one derivatives. In the present work such pathway was used for the synthesis of new 1,3-benzothiazin-4-one derivatives (16-30). New compounds were obtained by the cyclization reaction of N-substituted 4-(dimethylamino)benzhydrazides (1-15) with thiosalicylic acid. The spectral (IR, 1H NMR, 13C NMR) and elemental analysis confirmed the structure of synthesized compounds.  

Benzhydrazide derivatives 1,3-benzothiazine derivatives condensation reaction cyclization reaction

Cited by 1

Synthesis of 5-Trifluoromethyl-1,3-thiazin-4-one Compounds using Trifluoromethyl Acrylic Acid as a Synthon

Zhilong Huang, Hao Yang, Xubo Lai · The Journal of Organic Chemistry · 2024

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