A Facile Method for the Synthesis of Hydrazine-4-oxothiazolidine and Imino-5-oxothiadiazine Derivatives from 1,4-Disubstituted Thiosemicarbazides

作者：Hassan Alaa A^*; Aly Ashraf A; Bedair Tarek I M; Brown Alan B; El Emary Talaat I

来源：Journal of Heterocyclic Chemistry, 2014, 51(1): 44-49.

DOI：10.1002/jhet.1655

• 1
• 4-Disubstituted thiosemicarbazides
• dimethyl acetylenedicarboxylate
• Thiazolidinone and thiadiazinone derivatives

1,4-Disubstituted thiosemicarbazides reacted with dimethyl acetylenedicarboxylate with formation of (2-hydrazono-4-oxothiazolidin-5-ylidene)acetates and, in one case, a (2-imino-1,3,4-thiadiazin-5-on-6-ylidene)acetate. Several mechanistic options involving nucleophilic interaction are presented. The structures of all newly synthesized compounds were identified by H-1 NMR, C-13 NMR, COSY, HMQC and HMBC spectral data.

• 出版日期2014-1