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ChemicalBook CAS DataBase List 2-MERCAPTO-5-METHYLPYRIDINE
18368-58-6

2-MERCAPTO-5-METHYLPYRIDINE synthesis

5synthesis methods
-

Yield: 21%

Reaction Conditions:

with sodium hydrogensulfide in propylenediol, 1,2- at 160; for 1.5 h;

Steps:

4
2-bromo-5-methyl-pyridine (22, 1.61 g, 9.4 mmol) was reacted with NaHS-H2O (5.5 g, 75.8 mmol) in 15 mL of 1 ,2-propylenediol in a sealed tube at 16O0C. After 1.5 h no starting material was detected by TLC. Cooled to room temperature and 1.2 mL of glacial acetic acid was added drop wise to the reaction mixture and the 5-methyl- pyridine-2-thiol (23) formed as a pale yellow powder. The crude was purified by Combi Flash chromatography (CHCI3/CH3CN). Obtained 0.25 g (2.0 mmol) of target 23, as a pale yellow solid, in 21% yield.

References:

HYDRA BIOSCIENCES INC. WO2008/33564, 2008, A1 Location in patent:Page/Page column 103

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