One-Pot Assembly towards ω-Substituted Arylbiurets from ­Aromatic Amines, Potassium Cyanate, and Glacial Acetic Acid

Xiangting Min; Jianhui Liu; Yawen Dong; Mustafa Hussain

doi:10.1055/s-0036-1590934

Synthesis, Inhaltsverzeichnis

Synthesis 2018; 50(02): 341-348
DOI: 10.1055/s-0036-1590934

paper

One-Pot Assembly towards ω-Substituted Arylbiurets from Aromatic Amines, Potassium Cyanate, and Glacial Acetic Acid

Xiangting Min

^aSchool of Petroleum and Chemical Engineering, Dalian University of Technology, Panjin Campus, Panjin, Liaoning Province, 124221, P. R. of China

,

Jianhui Liu*

^aSchool of Petroleum and Chemical Engineering, Dalian University of Technology, Panjin Campus, Panjin, Liaoning Province, 124221, P. R. of China

^bState Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024, P. R. of China eMail: liujh@dlut.edu.cn

,

Yawen Dong

^bState Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024, P. R. of China eMail: liujh@dlut.edu.cn

,

Mustafa Hussain

^bState Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024, P. R. of China eMail: liujh@dlut.edu.cn

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Abstract

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Abstract

A novel, simple, and highly efficient method has been designed for the synthesis of ω-substituted arylbiurets in a one-pot reaction. The primary features of this protocol include readily available starting materials, an easy work-up procedure, and yields of 51 to 87%. ω-Substituted arylbiurets can be selectively prepared with an excess of potassium cyanate (KOCN). However, use of an excess of glacial acetic acid (AcOH) switches the reaction towards the formation of N-monosubstituted urea.

Key words

ω-substituted biuret - N-monosubstituted urea - potassium cyanate - dicyanic acid - selective reactions

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Referenzen

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Zusatzmaterial

Supporting Information

One-Pot Assembly towards ω-Substituted Arylbiurets from ­Aromatic Amines, Potassium Cyanate, and Glacial Acetic Acid

One-Pot Assembly towards ω-Substituted Arylbiurets from Aromatic Amines, Potassium Cyanate, and Glacial Acetic Acid