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The reactions of C ‐methylheterocycles with thionyl chloride. Part 3 . The transformation of some five‐and six‐membered heterocycles
Author(s) -
AlShaar Adnan H. M.,
Gilmour David W.,
Lythgoe David J.,
Mcclenaghan Ian,
Ramsden Christopher A.
Publication year - 1989
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.5570260654
Subject(s) - thionyl chloride , chemistry , pyridine , chloride , medicinal chemistry , organic chemistry
Abstract Reactions of various five‐and six‐membered C ‐methylheterocycles with hot thionyl chloride gave chlorothio intermediates which were not characterized but which gave 1,2,4‐thiadiazole derivatives when reacted with amidines and gave thioamides when reacted with amines. When 2,3‐dimethyl‐6‐ethoxycarbonylimidazo‐[4,5‐ b ]pyridine ( 26 ) was treated with thionyl chloride a trisulphane 27 was isolated.