Studies on the azidolysis of 4-arylidene and 4-alkylidene 5(4)-oxazolones. Part II

4-Alkylidene-5(4)-oxazolones ( 1 ) react with sodium azide in acetic acid in 5 min, or with hydrazoic acid m benzene to give the diazide 2 . The latter gives by thermolysis the oxadiazine ( 4 ), which forms on hydrolysis the diamide ( 5 ). The corresponding monoazides ( 3 ) react with sodium azide -...

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Veröffentlicht in:Canadian journal of chemistry 1968-07, Vol.46 (13), p.2207-2216
Hauptverfasser: Awad, William Ibrahim, Fahmy, Ameen Farouk Mohamed
Format: Artikel
Sprache:eng
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Zusammenfassung:4-Alkylidene-5(4)-oxazolones ( 1 ) react with sodium azide in acetic acid in 5 min, or with hydrazoic acid m benzene to give the diazide 2 . The latter gives by thermolysis the oxadiazine ( 4 ), which forms on hydrolysis the diamide ( 5 ). The corresponding monoazides ( 3 ) react with sodium azide - acetic acid mixture to give the corresponding diazides.4-Arylidene-5(4)-oxazolones ( 8 ) react under the same conditions to give α-[tetrazolyl-(1)]-acryhc acid derivatives ( 9 ).The work of Deorha and Gupta (6) is reinvestigated. The constitution of the products is discussed chemically and spectroscopically.
ISSN:0008-4042
1480-3291
DOI:10.1139/v68-360