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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 659012Generated: October 25, 2026

3-Chloro-4-nitrophenol → 2-Methylsulfanyl-4-(3-chloro-4-nitrophenoxy)-pyrimidine

https://huagongshe.com/reaction/659012

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloro-4-nitrophenolHCID 10283—
ReactantSodium hydrideHCID 24758—
Reactant4-Chloro-2-methylthiopyrimidineHCID 97113—
SolventDimethylformamideHCID 6228—
Product2-Methylsulfanyl-4-(3-chloro-4-nitrophenoxy)-pyrimidineHCID 6752394764.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

160 mg (6.34 mmol) 95% sodium hydride was given to a solution of 1.00 g (5.76 mmol) 3-chloro-4-nitrophenol in 15 ml DMF. Stirring was continued for 30 min. at room temperature. 925 mg (5.76 mmol) 4-chloro-2-methylsulfanyl-pyrimidine was added and the mixture heated to 80° C. for 16 h. The reaction mixture was evaporated, taken up with water and extracted with ethyl acetate. The organic phase was extracted with water, dried (sodium sulphate) and evaporated. The obtained material was dissolved in ethyl acetate and purified by chromatography over silica (ethyl acetate/n-heptane) to give 1.10 g (64%) 4-(3-chloro-4-nitro-phenoxy)-2-methylsulfanyl-pyrimidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08080552B2
Source datasetuspto-grants-2011_12
ORD IDord-33c7b7ddca184643b13bb176aaa90e9f
Source noteuspto-grants-2011_12