Sodium methanethiolate → HCID 59574506, compound

To a solution of 3,5-dichloroisonicotinonitrile (346 mg, 2 mmol) in N,N-dimethylformamide (2 mL) was added sodium thiomethoxide (141 mg, 2 mmol) at 0° C. The mixture was stirred at room temperature for 4 hours. After completion of the reaction, the solution was concentrated under reduced pressure. To the resulting residue was added saturated aqueous sodium hydrogen carbonate and the mixture was extracted with ethyl acetate. The combined organic layer was separated, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1) to give the desired product (92 mg, 25% yield).

1. customAfter completion of the reaction
2. concentrationthe solution was concentrated under reduced pressure
3. additionTo the resulting residue was added saturated aqueous sodium hydrogen carbonate
4. extractionthe mixture was extracted with ethyl acetate
5. customThe combined organic layer was separated
6. dry with materialdried over anhydrous magnesium sulfate
7. concentrationconcentrated under reduced pressure
8. customThe resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1)

ORD record

ord-5705647ab3f7447a9937a26c1e8bfac4

Source dataset

uspto-grants-2013_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08440666B2