Croatica Chemica Acta, Vol. 73 No. 2, 2000.
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
Publication date:
5.6.2000.
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