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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 874505Generated: October 25, 2026

Water → HCID 71235044, compound

https://huagongshe.com/reaction/874505

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant4-Chloro-2-(methylthio)pyrimidine-5-carboxylic acid ethyl esterHCID 80008—
Reactant(3-Chloro-4-methoxyphenyl)methanolHCID 4312004—
SolventDimethylformamideHCID 6228—
ProductHCID 71235044HCID 7123504412%

Reaction Steps

3-Chloro-4-methoxybenzyl alcohol (20 g, 116 mmol) was dissolved in 200 mL of DMF, NaH (7.0 g, 174 mmol) was added under ice-water-bath. After 1 h of reaction, ethyl 4-chloro-2-(methylmercapto)pyrimidine-5-carboxylate (27 g, 116 mmol) was added in portions for continuing the reaction for 3 h. 300 mL of water was added, extraction was performed with ethyl acetate, the organic layer was dried, concentrated and separated with silica gel column (petroleum ether: ethyl acetate=10:1) to obtain ethyl 4-(3-chloro-4-methoxybenzyloxy)-2-(methylmercapto)pyrimidine-5-carboxylate as white solid (5.0 g, 12%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08980904B2
Source datasetuspto-grants-2015_03
ORD IDord-1e22d2bec8424f4c83a99c39f708b763
Source noteuspto-grants-2015_03