Quinazoline Derivatives from 2-Phenyl-4-quinazolinylhydrazine

Autor:	A. A. Esmaiel, H. A. H. El-Sherief, A. M. Mahmoud
Rok vydání:	1984
Předmět:	chemistry.chemical_classification Carbon disulfide Formic acid Halide General Chemistry Ring (chemistry) Medicinal chemistry chemistry.chemical_compound Benzoyl chloride chemistry Quinazoline Melting point Organic chemistry Alkyl
Zdroj:	Bulletin of the Chemical Society of Japan. 57:1138-1142
ISSN:	1348-0634 0009-2673
DOI:	10.1246/bcsj.57.1138
Popis:	Formic acid and acetyl and benzoyl chloride were treated with 2-phenyl-4-quinazolinylhydrazine (1) under mild conditions to afford the corresponding hydrazides which were converted into 5-phenyl[1,2,4]triazolo[1,5-c]quinazoline, 2-methyl-5-phenyl[1,2,4]triazolo[1,5-c]quinazoline, and 2,5-diphenyl[1,2,4]triazolo[1,5-c]quinazoline (3a) respectively by heating over their melting points. Reaction of 1 with aldehydes produced the corresponding hydrazones which give the corresponding [1,2,4]triazolo[1,5-c]quinazolines (3a–i) on pyrolysis. Carbon disulfide underwent ring closure with 1 to 5-phenyl-1,2,4-triazolo[4,3-c]quinazoline-3-thiol which was readily converted into the corresponding alkylthio compounds by treatment with alkyl halides. Further, 4-(4-arylmethylene-5-oxo-2-phenyl-2-imidazolinylamino)-2-phenylquinazolines were obtained via the condensation of 4-arylmethylene-2-phenyl-2-oxazolin-5-ones with 1.
Databáze:	OpenAIRE
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