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Studies on arylhydrazonoisoxazolinethiones. Behaviour of 4‐arylhydrazono‐3‐phenyl‐2‐isoxazoline‐5‐thiones toward hydrazines, grignard reagents and alkylating agents
Author(s) -
Abd Allah Sanaa O.,
Elmoghayar Mohamed R.,
Abdou Sadek E.
Publication year - 1984
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.5570210150
Subject(s) - chemistry , reagent , yield (engineering) , diazomethane , alkyl , halide , medicinal chemistry , salt (chemistry) , retrosynthetic analysis , potassium , organic chemistry , isomerization , total synthesis , catalysis , materials science , metallurgy
The 4‐arylhydrazono‐3‐phenyl‐2‐isoxazoline‐5‐thiones 2 react with hydrazines to yield the 5‐hydrazones 3 and 5 . The reaction of 2 with Grignard reagent resulted in addition of the reagent to the thiocarbonyl group to yield 7 . Treatment of 2 with diazomethane effected S ‐ and N ‐methylation beside 1,2,3‐triazole derivative 11 obtained through isomerisation. The potassium salt of 2 react with alkyl halides to yield the S ‐alkyl derivatives 12 .