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Synthesis of Some Pyrazole, Thiazole, Pyridine, and 1,3,4‐Thiadiazole Derivatives Incorporating 2‐Thiazolyl Moiety
Author(s) -
Raslan Mohamed A.,
Sayed Samia M.,
Khalil Mohamed A.
Publication year - 2016
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.2335
Subject(s) - chemistry , thiazole , pyridine , moiety , cyanoacetamide , pyrazole , dimethylformamide , medicinal chemistry , ethyl chloroacetate , hydrazone , organic chemistry , hydrate , solvent
Reaction of N ‐(5‐acetyl‐4‐methylthiazol‐2‐yl)‐2‐cyanoacetamide 2 with hydrazonoyl chlorides ( 3a,b ) yielded the corresponding aminopyrazole derivatives ( 5a,b ), respectively. Reaction of 2 with α,β‐benzylidenemalononitrile derivatives 8a,b and 13a,b afforded the corresponding pyridine derivatives 12a,b and 17a,b , respectively. Treatment of 2 with phenylisothiocyanate in dimethylformamide/KOH followed by the addition of ethyl chloroacetate and the appropriate hydrazonoyl chlorides 3a,b and 27 gave the corresponding 1,3‐thiazole 21 and 1,2,4‐thiadiazole derivatives 24a,b and 30 , respectively. The newly synthesized compounds were confirmed from their elemental analyses and spectral data.