Reminescences

Reactions with 1-Benzotriazolecarboxylic Acid Chloride. VIII. Synthesis of N-Hydroxyisocyanate Derivatives

Ivan Butula ; Department of Pharmaceutical Chemistry, Faculty of Pharmacy and Biochemistry University of Zagreb, A. Kovačića 1, 10000 Zagreb, Croatia
Milena Jadrijević-Mladar Takač ; Department of Pharmaceutical Chemistry, Faculty of Pharmacy and Biochemistry University of Zagreb, A. Kovačića 1, 10000 Zagreb, Croatia

Abstract

1,3,5-Trihydroxy-1,3,5-triazine-2,4,6(1H,3H,5H)-trione (5), the trimer of hypothetical acid HO-N=C=O, was synthesized by hydrogenolysis of 1,3,5-tribenzyloxy-1,3,5-triazine-2,4,6(1H,3H,5H)-trione (4). Similarly, the 1-(N-hiydroxycarbamoyl)benzotriazole (6), as »solid HONCO donor«, was prepared by hydrogenolysis of its benzyl derivatives 2. Compound 4 was obtained by trimerization of intermediary N-benzyloxyisocyanate (3), which liberates in the thermal dis-sociation of 1-(N-benzyloxycarbamoyl)benzotriazole (2). In the reaction with 2-phenylethylamine, compound 6 gave N-hydroxy-N'-(2-phenylethyl)urea (7).

Keywords

1-benzotriazolecarboxylic acid chloride; N-hydroxyisocyanate; 1,3,5-trihydroxy-1,3,5-triazine-2,4,6(1H,3H,5H)-trione; 1-(N-hydroxy-carbamoyl)benzotriazole; 1-(N-benzyloxycarbamoyl)benzotriazole

Hrčak ID:

132071

URI

https://hrcak.srce.hr/132071

Publication date:

5.6.2000.

Visits: 1.453 *