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Reactions with the Arylhydrazones of α‐Cyanoketones: The Structure of 2‐Arylhydrazono‐3‐ketimino‐nitriles
Author(s) -
Elnagdi Mohamed Hilmy,
Sallam Mohamed Mohamed Mohamed,
Fahmy Hussein Mahmoud,
Ibrahim Saad AbdelMotteleb,
Elias Mohamed Ajmal Mohamed
Publication year - 1976
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19760590220
Subject(s) - chemistry , acetylacetone , diethyl malonate , ethyl acetoacetate , yield (engineering) , hydrazine (antidepressant) , hydrate , hydrazone , thiourea , medicinal chemistry , malonate , pyrimidine , chelation , derivative (finance) , organic chemistry , stereochemistry , catalysis , economics , financial economics , metallurgy , materials science , chromatography
Analysis of the IR., UV., and polarographic data of a variety of 2‐arylhydrazono‐3‐ketimino‐nitriles indicated that these derivatives exist mainly in the intramolecularly chelated hydrazone structure 1 . Compounds 1 reacted with hydrazine hydrate to yield the corresponding 5‐amino‐4‐arylazopyrazoles ( 3 ). Compounds 3a reacted with acetylacetone, ethyl acetoacetate, and diethyl malonate to yield the pyrazolo[1, 5‐a]pyrimidine derivatives 4, 5 , and 7 respectively. Compound 3a also reacted with benzoylisothiocyanate to yield the pyrazolyl thiourea derivative 8 .