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Facile synthesis of 2-alkylthio-3-amino-4 H-imidazol-4-ones and 2H-imidazo[2,1-b]-1,3,4-thiadiazin-6(7H)-ones via N-vinylic iminophosphorane

✍ Scribed by Ming-Wu Ding; Bo-Qiao Fu; Ju-Zhen Yuan

Publisher
John Wiley and Sons
Year
2005
Tongue
English
Weight
83 KB
Volume
16
Category
Article
ISSN
1042-7163

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✦ Synopsis

Abstract

2‐Alkylthio‐3‐amino‐4H‐imidazol‐4‐ ones 5 were synthesized by S‐alkylation of 2‐thioxo‐3‐amino‐4‐imidazolidinones 4, which were obtained via cyclization of isothiocyanates 2 with hydrazine hydrate. 5l–n reacted with Ph~3~P, C~2~Cl~6~, and NEt~3~ to give 2H‐imidazo[2,1‐b]‐1,3,4‐thiadiazin‐ 6(7H)‐ones 7a–c in good yields. © 2005 Wiley Periodicals, Inc. Heteroatom Chem 16:76–80, 2005; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20069

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## Abstract [1,2,4]Triazolo[3,4‐b][1,3,4]thiadiazines **2a**, **2b**, **2c**, **2d**, **2e**, **2f** and 3,7‐dimethyl‐4__H__‐[1,2,4]triazino[3,4‐b][1,3,4]thiadiazin‐6‐one **4** were synthesized by one‐pot cyclocondensation reaction with α‐chloroacetonitrile and α‐haloketones in the presence of cata