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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1862311Generated: November 2, 2026

Dimethylformamide → 6-Methoxy-4-(methoxycarbonyl)methoxy-2-methylthiopyrimidine

https://huagongshe.com/reaction/1862311

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
ReactantMethyl GlycolateHCID 66774—
Reactant4-Chloro-6-methoxy-2-(methylthio)pyrimidineHCID 9836999—
SolventWaterHCID 962—
Product6-Methoxy-4-(methoxycarbonyl)methoxy-2-methylthiopyrimidineHCID 1861914959.9%

Reaction Steps

0.4 g of sodium hydride was added to a mixture of 1.59 g of 4-chloro-6-methoxy-2-methylthiopyrimidine, 0.98 g of methyl glycolate and 10 ml of N,N-dimethylformamide at 0° C. The mixture was stirred at room temperature for 5 hours, then, the reaction solution was poured into water, and extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 1.22 g of 6-methoxy-4-(methoxycarbonyl)methoxy-2-methylthiopyrimidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06537948B1
Source datasetuspto-grants-2003_03
ORD IDord-2731ef37d29f49258025de724c9914ec
Source noteuspto-grants-2003_03