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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2388742Generated: November 3, 2026

Phosphorus oxychloride → 4-Chloro-6-(difluoromethoxy)-2-[[(2,3-difluorophenyl)methyl]thio]-pyrimidine

https://huagongshe.com/reaction/2388742

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
Reactant6-(Difluoromethoxy)-2-[[(2,3-difluorophenyl)methyl]thio]-4-pyrimidinolHCID 178516603—
CatalystBenzyl triethylammonium chlorideHCID 66133—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
Product4-Chloro-6-(difluoromethoxy)-2-[[(2,3-difluorophenyl)methyl]thio]-pyrimidineHCID 86619871—

Reaction Steps

To a solution of 6-(difluoromethoxy)-2-[[(2,3-difluorophenyl)methyl]thio]-4-pyrimidinol (product of step i) (0.4 g) in 1,2-dimethoxyethane was added benzyltriethylammonium chloride (3 mg) and phosphorous oxychloride (0.23 mL). The resulting mixture was heated to reflux for 16 hours. The reaction mixture was cooled then diluted with H2O and extracted with EtOAc. The organic layer was washed with H2O and dried (MgSO4), filtered and evaporated. Purification was by column chromatography on silica gel using EtOAc/isohexane (2:8) as eluent to give the subtitle compound as a clear, colourless oil. Yield: 0.35 g

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08269002B2
Source datasetuspto-grants-2012_09
ORD IDord-26f1bb71eecd4183aa6fd28229ad67cd
Source noteuspto-grants-2012_09