Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Nitrosation of 1, 3-Diarylureas with Nitrosyl Chloride, Dinitrogen Trioxide and Dinitrogen Tetroxide in Dimethylformamide
MAKOTO MIYAHARASHOZO KAMIYAMASAHIRO NAKADATE
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1983 Volume 31 Issue 1 Pages 41-44

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Abstract
Nitrosation of 1, 3-diarylureas (Ia-f) with nitrosyl chloride or dinitrogen trioxide in dimethylformamide gave 1, 3-diaryl-1-nitrosoureas (IIa-f) in 59-96% yields, and nitrosation of 1, 3-diarylureas (Ia, c-f) with dinitrogen tetroxide also gave 1, 3-diaryl-1-nitrosoureas (IIa, c-f) in 75-91% yields. However, nitrosation of 1, 3-bis (4-methoxyphenyl) urea (Ib) with dinitrogen tetroxide in dimethylformamide resulted in the formation of 1-(4-methoxy-2-nitrophenyl)-3-(4-methoxyphenyl) urea (III) in 60% yield, and nitrosation with a large excess of dinitrogen tetroxide gave 1, 3-bis (4-methoxy-2-nitrophenyl) urea (IV) in 42% yield.
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© The Pharmaceutical Society of Japan
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