Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
Syntheses of Oxazoles and Oxadiazoles and their Fluorescence Spectra
Osamu MANABEToshiyuki NAGAKOSHIHachiro HIYAMA
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1968 Volume 26 Issue 4 Pages 355-360

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Abstract
Through dehydration of ω-acylaminoacetophenone with the aid of sulfuric acid and that of diacylhydrazine with the aid of phosphorus oxychloride, oxazoles and oxadiazoles were obtained as follows : 1, 2-bis-(5'-phenyloxazol-2'-yl)ethylene, (1), mp 267268°C, 2-(p-X-styryl)-5-phenyloxazole, X=H, (2), mp 102103°C, X=Cl, (3) mp 148450°C, X=COOCH3, (4), mp 151152.5°C, and oxadiazoles, 1, 2-his-(5'-phenyl-1', 3', 4'-oxadiazol-2'-yl)ethylene, (5), mp 307309°C, 2, 5-bis-(p-X-styryl)oxadiazole (1, 3, 4), X=H, (6), mp 153.8-154.5°C, X=Cl, (7), mp 230232°C, X=COOCH3, (8), mp 264265°C, 2-(4-carbomethoxystyryl)-5-phenyloxadiazole(1, 3, 4), (9), mp 154155°C.
Their maximum absorption wave lengths and the relative strengths of fluorescence bands in dioxane were also determined as follows : (1), 445mμ (100), (2), 408 mμ (68), (3), 415 mμ (90), (4), 435 mμ (111), (5), 385 mμ (40) 450 mμ (36), (6), 400 mμ (32) 432 mμ (26), (7), 410 mμ (48) 430 mμ (51), (8), 415 mμ (82) 437 mμ (69), (9), 385 mμ (16.2).
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© The Society of Syhthetic Organic Chemistry, Japan
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