Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
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Spontaneous and Direct Transformation of N,O-Diaryl Carbamates into N,N′-Diarylureas
Ryu Yamasaki Yutaka HonjoAi ItoKazuo FukudaIwao Okamoto
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2018 年 66 巻 9 号 p. 880-884

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We have discovered a spontaneous reaction of N,O-diaryl carbamates to afford symmetrical N,N′-diarylureas. Optimization of the conditions indicated that N,N-dimethylformamide (DMF) was the best solvent and triethylamine (Et3N) was the best additive for this transformation. The reaction requires the presence of aryl groups on the nitrogen and oxygen atoms of carbamates. Substrates bearing an electron-donating methoxy group on either of the aryl groups reacted slowly under these conditions.

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© 2018 The Pharmaceutical Society of Japan
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