The Journal of Organic Chemistry

New syntheses of thiadiazinones, thiazolidinedione hydrazones, and hydroxythiazoles from phenyl (trichloromethyl) carbinols

W Reeve, ER Barron

Index: Reeve,W.; Barron,E.R. Journal of Organic Chemistry, 1975 , vol. 40, p. 1917 - 1920

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Citation Number: 18

Abstract

Phenyl (trichloromethy1) carbinol reacts with thiosemicarbazide under basic reaction conditions to form dihy-dro-2-imino-6-phenyl-2H-1, 3, 4-thiadiazin-5 (6H)-one (5, 18% yield) and 5-phenyl-2, 4-thiazolidinedione 2-hydra-zonle (4, 10% yield), with acetone or benzaldehyde thiosemicarbazones to form derivatives of 4 (65% yield), and with thioacetamide to form 4-hydroxy-2-methyl-5-phenylthiazole(1 1, 18% yield). In the first ...