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Synthesis of 3‐substituted‐4‐methyl‐5‐acetyl‐4‐thiazoline‐2‐thione
Author(s) -
D'Amico John J.,
Bollinger Frederic G.,
Freeman John J.
Publication year - 1986
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.5570230121
Subject(s) - chemistry , thiazoline , ethanol , medicinal chemistry , potassium , mass spectrum , organic chemistry , stereochemistry , ion
The reaction of various potassium salts [RNHC(=S)SK, R = N(CH 3 ) 2 , morpholino, piperidino, and hexahydro‐1‐(1 H )‐azepinyl] with 3‐chloro‐2,4‐pentanedione in ethanol at 25–30° afforded the 1‐acetylacetonyl substitutedaminodithiocarbamates 1–4 [RNHC(=S)SCH(COCH 3 ) 2 ]. Under refluxing conditions, the same reactants gave the heterocyclic compounds 5–8. Possible mechanism and supporting ir, nmr and mass spectral data are discussed.