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Synthesis and Reactivity of 3‐oxoprop‐1‐en‐1‐olate Derivative as a Building Block for the Synthesis of Azole and Azine Derivatives
Author(s) -
Khalil Mohamed A.,
Raslan Mohamed A.,
Sayed Samia M.
Publication year - 2017
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.2775
Subject(s) - chemistry , pyridazine , thiazole , hydrazine (antidepressant) , azine , moiety , azole , hydrate , tetrazole , derivative (finance) , pyrimidine , reactivity (psychology) , sodium ethoxide , medicinal chemistry , combinatorial chemistry , organic chemistry , stereochemistry , antifungal , ethanol , medicine , alternative medicine , dermatology , pathology , financial economics , economics , chromatography
Several new heterocyclic compounds such as 7‐substituted pyrazolo[1,5‐ a ]pyrimidine ( 5a–e ) derivatives have been synthesized by the reactions of the versatile unreported sodium 3‐(4‐methyl‐2‐(4‐methylphenylsulfonamido)thiazol‐5‐yl)‐3‐oxoprop‐1‐en‐1‐olate (2) with amino heterocyclic ( 3a–e ) derivatives. Reaction of (2) with hydrazonyl halide ( 7a–d ) and hydroximoyl chloride ( 11a,b ) derivatives followed by reaction with hydrazine hydrate afforded pyrazolo[3,4‐ d ]pyridazine and isoxazolo[3,4‐ d ]pyridazine derivatives, respectively incorporating a thiazole moiety have been described. All newly synthesized compounds were elucidated by considering the data of both elemental and spectral analysis.