SYNTHESIS OF VARIOUS DITHIOCARBAMATE ESTERS THROUGH REGIOSELECTIVE THIOLATION OF 2-AMINOTHIAZOLE
DOI:
https://doi.org/10.7439/ijpc.v1i1.197Abstract
Dithiocarbamates are of significant importance as pesticides, vulcanizing agents and pharmaceuticals. In search of efficient regioselective strategy, the various dithiocarbamateesters were synthesized by regioselective thiolation at endo-cyclic nitrogen of 2- aminothiazole. The treatment of Boc-protected 2-aminothiazole with carbon disulphide and
alkyl halide in the presence of potassium hydroxide in DMF afforded Boc-dithiocarbamate esters (3a-h). The removal of protecting group with TFA provided corresponding dithiocarbamate esters (4a-h). The formation of regioselective product was confirmed by spectral and molecular mechanical MM2 force field and PM3 approximation MOPAC energy minimization data. The strategy provides an important methodology for regioselective thiolation.
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2011-11-02
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SYNTHESIS OF VARIOUS DITHIOCARBAMATE ESTERS THROUGH REGIOSELECTIVE THIOLATION OF 2-AMINOTHIAZOLE. Int J of Pharm Chem [Internet]. 2011 Nov. 2 [cited 2025 Jul. 21];1(1):01-9. Available from: https://ssjournals.co.in/index.php/ijpc/article/view/1272