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Reactions of 4‐chloro‐5 h ‐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
Author(s) -
Chang YongGoo,
Kim Kyongtae,
Ja Park Yung
Publication year - 2002
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570390103
Subject(s) - chemistry , alkyl , aryl , medicinal chemistry , dichloromethane , pyridine , alkoxy group , organic chemistry , solvent
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.