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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 659019Generated: October 30, 2026

Sodium hydride → HCID 67523917, compound

https://huagongshe.com/reaction/659019

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4-Chloro-2-methylthiopyrimidineHCID 97113—
Reactant3-Fluoro-4-nitrophenolHCID 520948—
SolventDimethylformamideHCID 6228—
ProductHCID 67523917HCID 6752391732.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

173 mg (6.85 mmol) 95% sodium hydride was given to a solution of 979 mg (6.23 mmol) 3-fluoro-4-nitrophenol in 10 ml DMF. Stirring was continued for 30 min. at room temperature. 1.00 g (6.23 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 1:2) to give 570 mg 4-(3-fluoro-4-nitro-phenoxy)-2-methylsulfanyl-pyrimidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08080552B2
Source datasetuspto-grants-2011_12
ORD IDord-ec0974a2d91a470dae28eff07096141e
Source noteuspto-grants-2011_12