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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 659026Generated: October 30, 2026

4-Nitrophenol → 4-Methylsulfanyl-6-(4-nitro-phenoxy)-pyrimidine

https://huagongshe.com/reaction/659026

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-NitrophenolHCID 980—
ReactantSodium hydrideHCID 24758—
Reactant4-Chloro-6-(methylsulfanyl)pyrimidineHCID 21813077—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-Methylsulfanyl-6-(4-nitro-phenoxy)-pyrimidineHCID 6752392944%

Reaction Conditions

Temperature130 °C

Reaction Steps

To a solution of 4-nitrophenol (8.04 g, 58 mmol) in DMF (36 ml) is added at 0° C. sodium hydride (2.5 g, 63 mmol, 60% in mineral oil) and stirring is continued for 30 minutes at r.t. A solution of 4-chloro-6-methylsulfanyl-pyrimidine (8.44 g, 52.5 mmol) in DMF (12 ml) is added and the reaction mixture is sealed in a reaction tube and heated in the microwave to 130° C. for 20 minutes. The reaction mixture is taken up in ethyl acetate and water. The organic phase is washed dried and evaporated. Recrystallization from ethyl acetate results in 6.08 g (44%) of an off-white powder of sufficient purity.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08080552B2
Source datasetuspto-grants-2011_12
ORD IDord-c9cbaa9f222a409eae70942ff65d28ef
Source noteuspto-grants-2011_12