A Convenient Synthesis of 1,2-Diaminobenzimidazoles and Their Oxidation to 3-Amino-1,2,4-Benzotriazines
- 1 January 1976
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 6 (6) , 457-460
- https://doi.org/10.1080/00397917608065596
Abstract
Recent work by Ho and Day1 described the preparation of 1,2-diaminobenzimidazoles via the cyclization of N-acethydrazido-anilines with cyanogen bromide. In an attempt to shorten this multistep synthesis, several amination procedures were investigated.2 Of these, the reaction of hydroxylamine-O-sulfonic acid with 2-aminobenzimidazoles was found to be the most convenient route to 1,2-diaminobenzimidazoles. Subsequent oxidation of these compounds with lead tetraacetate provided the corresponding 3-amino-1,2,4-benzotriazines in good to excellent yields.Keywords
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