Collect. Czech. Chem. Commun. 1988, 53, 593-600

The methanolysis kinetics and dissociation constants of 1-(subst. benzoyl)-3-phenylthioureas

Jaromír Kaváleka, Josef Jirmanb, Vladimír Macháčeka and Vojeslav Štěrbaa

a Department of Organic Chemistry, Institute of Chemical Technology, 532 10 Pardubice
b Research Institute of Organic Syntheses, 532 18 Pardubice-Rybitví


A series of seven 1-(subst. benzoyl)-3-phenylthioureas have been prepared and their dissociation constants and solvolysis rate constants have been measured in methanol at 25 °C. The reaction constants found show that the solvolysis rate is limited by the attack of methoxide ion on the benzoyl carbonyl group of the non-dissociated substrate. The polar effect of substituents in benzoyl group is extensively transferred also by the intramolecular hydrogen bond.