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A facile synthesis of [14C]pyrithiobac-sodium

✍ Scribed by S. Ravi; K. M. Mathew; D. Padmanabhan; V. K. P. Unny; N. Sivaprasad

Publisher
John Wiley and Sons
Year
2006
Tongue
French
Weight
107 KB
Volume
49
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

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 H~5~IO~6~/CrO~3~ 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 [^14^C]‐thiourea in lieu of thiourea, ^14^C labelled product 6, was synthesized with an overall radiochemical yield > 30% (with respect to [^14^C]‐thiourea) for further evaluations of environmental fate of 6, in soils and plants. Copyright © 2006 John Wiley & Sons, Ltd.

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