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Synthesis of 5-aryl-4-(2-acetylaminobenzoyl)-1,2,3-triazoles with the /sup 15/N isotope at the terminal positions of the triazole rings and the tautomeric composition

Journal Article · · J. Org. Chem. USSR (Engl. Transl.); (United States)
OSTI ID:5970547

A mixture of 4-(2-acetylaminobenzoyl)-5-phenyl(p-cumenyl)-1-/sup 15/N,2,3- and 4-(2-acetylaminobenzoyl)-5-phenyl(p-cumenyl)-1,2,3-/sup 15/N-triazoles was obtained from 1-acetyl-2-arylmethylene-3-indolinones and Na/sup 15/N/sub 3/ with the label at the terminal position. The tautomeric composition of the mixture, which corresponds to a state of equilibrium between the 2H and 3H forms of the triazole ring, was established by /sup 1/H (at low temperatures) and /sup 15/N NMR spectroscopy. The 4-(2-acetylaminobenzoyl)-5-aryl-1,2,3-triazoles are acylated at the sterically less hindered position 2 of the triazole ring.

Research Organization:
S. Ordzhonikidze All-Union Scientific-Research Pharmaceutical Chemistry Institute, Moscow (USSR)
OSTI ID:
5970547
Journal Information:
J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 24:7; ISSN JOCYA
Country of Publication:
United States
Language:
English