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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913752Generated: October 30, 2026

Sodium methanethiolate → 3-(Methylsulfanyl)pyridine-4-carbonitrile

https://huagongshe.com/reaction/1913752

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium methanethiolateHCID 4378561—
Reactant3-Chloropyridine-4-carbonitrileHCID 10678306—
SolventDimethylformamideHCID 6228—
Product3-(Methylsulfanyl)pyridine-4-carbonitrileHCID 4507456597.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a mixture of 2.0 g of 3-chloroisonicotinonitrile and 8 ml of DMF, 1.02 g of sodium thiomethoxide was added while ice-cooling. The reaction mixture was stirred at 0° C. for one hour. The reaction mixture was concentrated under reduced pressure, to which ethyl acetate was added for filtering out insoluble matters. Filtrates were concentrated under reduced pressure, and the resultant residue was subjected to silica gel column chromatography to give 2.11 g of 3-methylthioisonicotinonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609705B2
Source datasetuspto-grants-2013_12
ORD IDord-df5f3a797b934c07a38e73eeb8a524e1
Source noteuspto-grants-2013_12