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Reactions of 4-chloro-5h-1,2,3-dithiazole-5-thione with α,β-unsaturated β-amino esters: Formation of 2-[2-(1-alkenylsulfanyl-1-alkoxycarbonyl-2-amino)-1,2-dicyano-vinylsulfanyl]-3-amino-2-alkenoic alkyl esters

✍ Scribed by Yong-Goo Chang; Kyongtae Kim; Yung Ja Park


Publisher
Journal of Heterocyclic Chemistry
Year
2002
Tongue
English
Weight
97 KB
Volume
39
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

Treatment of 4‐chloro‐5__H__‐1,2,3‐dithiazole‐5‐thione with alkyl 3‐alkyl (or aryl)‐3‐amino‐2‐propenoates in the presence of pyridine (2 equivalents) in dichloromethane at reflux gave 2‐[2‐(1‐alkenylsulfanyl‐1‐alkoxy‐carbonyl‐2‐amino)‐1,2‐dicyanovinylsulfanyl]‐4 and‐1,2‐dicyanovinyldisulfanyl]‐3‐amino‐2‐alkenoic alkyl esters 7 in 16 to 60% and 8 to 48% yields, respectively.


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