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Reaction of 2,5-Disubstituted-1,3,4-oxadiazoles

Ahmed A. El-Barbary ; Department of Chemistry, Faculty of Science, University of Tanta, Tanta, Egypt


Puni tekst: engleski pdf 3.343 Kb

str. 71-78

preuzimanja: 233

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Sažetak

Some 5-aryl-2-mercapto-1,3,4-oxadiazole (I) reacted with maleic
anhydride, maleic acid and p-benzoquinone affording 2-(5-aryl-
-1,3,4-oxadiazol-2-ylthio)succinic anhydrides (II), 2-(5-aryl-1,3,4-
-oxadiazol-2-ylthio)succinic acids (III) and 2-(2,5 dihydroxyphenylthio)- 5-aryl-l,3,4-oxadiazoles (IV), respectively. Treatment of 2- methylthio-5-phenyl-l,3-oxadiazole (V) with amines gives 2-[(alkyl or aryl)-amino]-5-phenyl-l,3,4-oxadiazoles (VI). Compound VIe condensed with aromatic aldehydes to give 2-(4-cinnamoylanilino)- 5-phenyl-l,3,4-oxadiazoles (VII) which on bromination afforded the dibromo derivative VIlI and on treatment with hydroxylamine afforded 2-[4-(5-aryl-2-isoxazolin-3-yl)anilino]-5-phenyl-1,3,4-oxadiazoles (IX). Reacting VII with hydrazine hydrate gave 2-[4-(5-aryl-2-pyrazolin-3-yl)anilino]-5-phenyl-l,3,4-oxadiazoles (X), while on treatement VII with acetylacetone and ethylacetoacetate
afforded 2- [4-(4-acetyl or carbethoxy-5-phenyl-l-cyclohexen -3-one-
-1-yl)anilino]-5-phenyl-l,3,4-oxadiazoles (XIIa, b), respectively.

Ključne riječi

Hrčak ID:

177741

URI

https://hrcak.srce.hr/177741

Posjeta: 424 *