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Reactivity of 2‐Thiazolylhydrazonomalononitrile toward Carbon and Nitrogen Nucleophilic Reagents: Applications to the Synthesis of New Heterocycles
Author(s) -
ElMekabaty Ahmed,
Habib Osman M. O.,
Moawad Evelin B.,
Hasel Ali M.
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.2412
Subject(s) - chemistry , pyrimidine , pyridazine , thiazole , nucleophile , moiety , reagent , reactivity (psychology) , diazepine , pyrazole , tetrazole , organic chemistry , carbon fibers , combinatorial chemistry , ring (chemistry) , stereochemistry , catalysis , medicine , materials science , alternative medicine , pathology , composite number , composite material
2‐Thiazolylhydrazonomalononitrile ( 1 ) was used as key intermediate for the synthesis of polyfunctionally substituted heterocycles (e.g. pyridazine, tetrazole, pyrimidines, 1,5‐benzo diazepine, benzoimidazo[1,2‐a]pyrimidine, triazolo[4,3‐a]pyrimidine, pyrazole, pyrazolo[1,5‐a]triazines, pyrazolo[1,5‐a]pyrimidine and 1,5‐benzoxazocine) incorporating thiazole moiety via its reactions with some carbon and nitrogen nucleophiles. Structures of the newly synthesized compounds were established by elemental analysis and spectral data. The mechanistic aspects for the formation of the new compounds were also discussed.