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A novel ring closure of 1‐acyl‐2,2‐dialkylhydrazines
Author(s) -
Meyer Robert F.,
Cummings Betty L.
Publication year - 1964
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.5570010407
Subject(s) - chemistry , phosgene , ring (chemistry) , alkyl , closure (psychology) , medicinal chemistry , chloride , acyl chloride , stereochemistry , organic chemistry , economics , market economy
A series of 14 new 2; 4‐substituted‐δ 2 ‐1, 3, 4‐oxadiazolin‐5‐ones was prepared by a novel ring closure of the corresponding l‐acyl‐2, 2‐dialkylhydrazines with phosgene, whereby one alkyl group is lost as alkyl chloride. This new cyclization was carried out too with thiophosgene and with p ‐chlorothiobenzoic acid, 2, 2‐dimethylhydrazide to give the corresponding 2,4‐disubstituted‐δ 2 ‐1, 3, 4‐oxadiazoline‐5‐thione, ‐thiadiazolin‐5‐one and ‐thiadiazoline‐5‐thione, respectively.