SYNTHESIS OF 1,3-BENZOTHIAZOL-2(3<i>H</i>)-ONES WITH A CARBAMATE FUNCTION AT THE C-6 ATOM
DOI:
https://doi.org/10.1007/890Keywords:
2-(3H)-benzothiazolone, N, N'-dimethoxycarbonyl-1, 4-benzoquinone diimine, thioacetic acid, alkylation, 1, 4-addition, cyclizationAbstract
A new method has been developed for the synthesis of 1,3-benzothiazol-2(3H)-ones with carbamate function based on the adducts of the 1,4-addition of thioacetic acid to 2-R-N,N'-dimethoxycarbonyl-1,4‑benzoquinone diimines. Refluxing the 2-thioacetyl-substituted dicarbamates in ethanol in the presence of hydrochloric acid gave 1,3-benzothiazol-2(3H)-ones with methoxycarbonylamine group at the C-6 atom. Modifications of the obtained compounds were performed.
Authors: A. V. Velikorodov, A. K. Kuanchalieva, and V. A. Ionova
English Translation in Chemistry of Heterocyclic Compounds, 2012, 48 (11), pp 1691-1695
http://link.springer.com/article/10.1007/s10593-013-1194-4