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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 251632Generated: October 31, 2026

Water → 6-(2,6-Diethyl-phenyl)-2-methyl-4-methylsulfanyl-nicotinic acid ethyl ester

https://huagongshe.com/reaction/251632

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium methanethiolateHCID 4378561—
ReactantEthyl 4-chloro-6-(2,6-diethylphenyl)-2-methylnicotinateHCID 59678345—
SolventDimethylformamideHCID 6228—
Product6-(2,6-Diethyl-phenyl)-2-methyl-4-methylsulfanyl-nicotinic acid ethyl esterHCID 66994015—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 4-chloro-6-(2,6-diethyl-phenyl)-2-methyl-nicotinic acid ethyl ester (200 mg, 0.60 mmol) and sodium thiomethoxide (126 mg, 1.80 mmol) in DMF (5 mL) is heated at 70° C. overnight. After cooling, water (20 mL) is added and the resulting mixture is extracted with EtOAc. The combined extracts are washed with brine, dried over sodium sulfate and concentrated. The residue is chromatographed on silica gel to give 6-(2,6-diethyl-phenyl)-2-methyl-4-methylsulfanyl-nicotinic acid ethyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07863454B2
Source datasetuspto-grants-2011_01
ORD IDord-f4ca2c609e354f30816926c5c1d97730
Source noteuspto-grants-2011_01