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ChemicalBook CAS DataBase List Pyridine, 3-(methylthio)- (6CI,8CI,9CI)
18794-33-7

Pyridine, 3-(methylthio)- (6CI,8CI,9CI) synthesis

15synthesis methods
-

Yield:18794-33-7 91%

Reaction Conditions:

with 1,4-diaza-bicyclo[2.2.2]octane;copper(l) iodide at 130; for 12 h;Sealed tube;Inert atmosphere;

Steps:

2. General procedurefor the methylthiolation reaction:

General procedure: An oven dried pressure tube was chargedwith aryl bromide (1 mmol), CuI (1 mmol), DABCO (2 mmol) and dry DMSO (5 mL).Then the tube was sealed with a teflon cap and heated with stirring at 130 Cin N2 atmosphere for 12 - 36 h. The completions of reactions weremonitored by TLC. The reaction mixture was then cooled to room temperature. Themass was passed through celite bed, packed in a sinter funnel. Then thefiltered reaction mixture was extracted with ethyl acetate (3 X 20) washed withwater (3 X 20) and brine solution (3 X 10). Ethyl acetate part were collectedand dried over Na2SO4, and then evaporated under reducedpressure. The crude products were purified by column chromatography on silicagel to obtain pure product.

References:

Ghosh, Ketaki;Ranjit, Sadananda;Mal, Dipakranjan [Tetrahedron Letters,2015,vol. 56,# 37,p. 5199 - 5202] Location in patent:supporting information

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