Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Analytical Studies on Isoxazoles. V. Colorimetric Determination of Isouron and Its Isomer with p-Dimethylaminocinnamaldehyde
TAKAYASU KITAGAWAKUMIKO IWAKURAMASAKO OHSUGIEIZO HIRAI
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Keywords: Schiff base
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1984 Volume 32 Issue 7 Pages 2736-2744

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Abstract
Isouron (1) and its isomer, 1-(3-tert-butylisoxazol-5-yl)-3, 3-dimethylurea (2), were determined by a colorimetric method with p-dimethylaminocinnamaldehyde (DACA) as the reagent. Compounds 1 and 2 were hydrolyzed to give 3-amino-5-tert-butylisoxazole (3) and 5-amino-3-tert-butylisoxazole (4), respectively, which were transformed into colored substances by reaction with DACA. The former colored product was a Schiff base but the latter product had a different absorption maximum from the corresponding Schiff base. The latter color reaction resulted in a bathochromic shift as compared with Schiff base formation at the 5-position. Traces of 2 (more than 0.05%) in 1 could be estimated precisely together with the quantitation of 1 by making use of this bathochromic effect.
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© The Pharmaceutical Society of Japan
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