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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2373936Generated: October 31, 2026

Dimethylformamide → HCID 59853028, compound

https://huagongshe.com/reaction/2373936

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant2-Fluoro-4-nitrophenolHCID 9825—
ReactantPotassium CarbonateHCID 11430—
Reactant4,6-DichloropyrimidineHCID 70943—
SolventWaterHCID 962—
ProductHCID 59853028HCID 5985302896.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 4,6-dichloropyrimidine (Aldrich, 0.74 g, 5.0 mmol), 2-fluoro-4-nitrophenol (Aldrich, 0.79 g, 5.0 mmol) and DMF (10 ml) was treated with potassium carbonate (0.72 g, 5.2 mmol) and heated at 80° C. for 3 h. The mixture was cooled, diluted with water and extracted with ethyl acetate. The ethyl acetate extract was washed with brine, dried (MgSO4), and concentrated to give the crude product as a yellow solid. The crude product was triturated with isopropyl ether to give 4-chloro-6-(2-fluoro-4-nitrophenoxy)pyrimidine as a yellow solid (1.3 g, 94%). 1H NMR (DMSO-d6) δ 8.80 (s, 1H), 8.51 (dd, 1H, J=8.6, 2.5 Hz), 8.31 (d, 1H, J=9.1 Hz), 7.87 (d, 1H, J=9.1 Hz), 7.84 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07459562B2
Source datasetuspto-grants-2008_12
ORD IDord-77656f45a03548a391cd59615f2d333a
Source noteuspto-grants-2008_12