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Synthesis of 2-azido-1-methyl-aminobenzimidazole

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

I-Methylamino-2-hydrazinobenzimidazole was synthesized by the sequential action of hydrogen peroxide and hydrazine hydrate on 1-(acetylmethylamino)benzimidazoline-2-thione. Nitrosation of the former with nitrous acid led to 2-azido-1-(nitrosomethylamino)benzimidazole, which exists as a mixture of s-cis and s-trans conformers with hindered rotation about the N−NO bond. 2-Azido-1-methylaminobenzimidazole was obtained by treatment of the nitrosation product with conc. hydrochloric acid.

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References

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Rostov State University, Rostov-on-Don 344090, Russia. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1404–1407, October, 1999.

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Dyablo, O.V., Pozharskii, A.F. Synthesis of 2-azido-1-methyl-aminobenzimidazole. Chem Heterocycl Compd 35, 1222–1224 (1999). https://doi.org/10.1007/BF02323382

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  • DOI: https://doi.org/10.1007/BF02323382

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