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Thermolysis of 3-phenyl-5-arylamino-1,2,4-oxadiazole and thiadiazole derivatives

✍ Scribed by Abd El-Aal M. Gaber; Talaat I. El-Emary; Ahmed A. Atalla

Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
155 KB
Volume
8
Category
Article
ISSN
1042-7163

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✦ Synopsis

Thermal reactions of 3-phenyl-5-arylamino-1,2,4-oxadiazoles I and II were investigated. Neat heating at ca. 250ЊC for 6 hours afforded H 2 O, benzonitrile, arylcyanamides, arylamines, azobenzene, benzimidazole derivatives, and 3,3Ј-diphenyl-5,5Ј-bis[1,2,4-oxadiazolyl]. Analogous results were obtained by the thermolysis of 3-phenyl-5-anilino-1,2,4-thiadiazole III at ca. 200ЊC for 2 hours. In addition to H 2 S, NH 3 , and HNCS, phenyl isothiocyanate and thiocarbanilide were obtained. Thermolysis of III in quinoline as a radical trap gave analogous results but also 2-anilinoquinoline. A free-radical mechanism has been suggested to account for the identified products. ᭧ 1997

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