11 research outputs found

    Studies with Arylhydrazono-3-oxopropanals:A novel route to synthesis of substituted pyrazoles, oxoalkanonitrile and glyoxalonitrile containing sulfa drug moieties

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    Coupling of enaminones 1 with diazonium salts gave thehydrazonopropanals 3a-h. Compound 3 react with ω-bromoacetophenone or α-chloroacetanilide to yield 5 and 8. These compounds were cyclized smoothly into 6 and 9 respectively. Reactions of 3 with phenylhydrazine gave diphenylhydrazones 10 which cyclized into arylazopyrazoles 11 in refluxing pyridine. However reaction of 3c-f with hydrazine hydrate afforded pyrazoles 12.Reactions of 3 with phenylhydrazine hydrochloride afforded 11. Finally, reactions of 3c with hydroxylamine hydrochloride afforded the aldoxime 14 that on refluxing in pyridine gave 15 not 16
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