Abstract
2-Aminobenzoxazole and a series of its N-substituted derivatives were prepared by the reaction of potassium benzoxazole-2-sulfonate with ammonia and various amines; some 6-nitro- and 6-acetamido-2-aminobenzoxazoles were also obtained. The reaction of 6-nitro-2-mercaptobenzoxazole with heterocyclic amines involves the initial formation of salt-like compounds with the mercapto-group, with subsequent elimination of hydrogen sulfide. Nitration of 2-aminobenzoxazole yields a mixture of 6-nitro-2-aminobenzoxazole and 6-nitro-2-nitraminobenzoxazole.
Similar content being viewed by others
References
US patent no. 2 886 572; C. A., 53, 20090, 1959.
Australian patent no. 231 615, 1960; Ref, Zhur. Khim., 15L, 213, 1962
US patent no. 2 978 458, 1961; C. A., 55, 19150, 1961.
E. Hoggarth, J. Chem. Soc., 3311, 1949,
French patent no. 773 944, 1934; C. A., 29, 2177, 1935.
T. P. Sycheva and M. N. Shchukina, ZhOKh, collection 1, Biologically Active Compounds, 1956.
S. Palazzo and B. Tornetta, Ann. chim. (Rome), 48, 657, 1958; C. A., 53, 6206, 1959.
A. Gerniani and R. Passerini, Ann. chim. (Rome), 44, 3, 1954; C. A., 49, 4626, 1955.
M. Semonsky and J. Bartsova, J. Kunak. Ceskoslov. farm., 7, 385, 1958.
S. Skraup, Ann. Chim., 419, 68, 1919.
Joju Haginiwa, J. Pharm. Soc. Japan, 73, 1312, 1953; C. A., 49, 298, 1955.
Author information
Authors and Affiliations
Additional information
For Part X see [6].
Rights and permissions
About this article
Cite this article
Sycheva, T.P., Kiseleva, I.D. & Shchukina, M.N. Compounds with potential antitubercular activity. Chem Heterocycl Compd 2, 144–148 (1967). https://doi.org/10.1007/BF00480957
Issue Date:
DOI: https://doi.org/10.1007/BF00480957