Journal of labelled compounds and radiopharmaceuticals p. 339 - 343 (2006)
Update date:2022-08-29
Topics:
Ravi
Mathew
Padmanabhan
Unny
Sivaprasad
Condensation of thiourea 1 with diethyl malonate 2 in the presence of sodium methoxide furnished 4,6-dihydroxy-2-mercaptopyrimidine 3. Compound 3 on methylation with diazomethane followed by oxidation with H5IO 6/CrO3 in ethyl acetate gave 4,6-dimethoxy-2- methylsulphonylpyrimidine 5. Compound 5 on condensation with 2-mercapto-6-chlorobenzoic acid in the presence of a phase transfer catalyst, tetrabutylammonium bromide and sodium carbonate gave the title compound - pyrithiobac-sodium 6 with an overall yield of > 35% starting from thiourea. Following the above standardized procedure, using [14C]-thiourea in lieu of thiourea, 14C labelled product 6, was synthesized with an overall radiochemical yield > 30% (with respect to [14C]-thiourea) for further evaluations of environmental fate of 6, in soils and plants. Copyright
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