Kinetics and mechanism of rearrangement and methanolysis of acylphenylthioureas

J Kaválek, J Jirman, V Štěrba

Index: Kavalek, Jaromir; Jirman, Josef; Sterba, Vojeslav Collection of Czechoslovak Chemical Communications, 1985 , vol. 50, # 3 p. 766 - 778

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Citation Number: 15

Abstract

Abstract S-Acyl-1-phenylthioureas and their 3-methyl derivatives are rearranged to 1-acyl derivatives of thiourea in methanolic solution. The rearrangement of the 1-acyl-1-phenyl derivative to the thermodynamically more stable 3-acyl derivative is subject to specific base catalysis. The rearrangement of acetyl group is about 2 orders of magnitude slower than that of benzoyl group. 1-Acetyl-l-phenylthiourea undergoes base-catalyzed methanolysis ( ...

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