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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1759804Generated: October 30, 2026

3-Chlorophenol → HCID 22599786, compound

https://huagongshe.com/reaction/1759804

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-ChlorophenolHCID 7933—
ReactantPotassium CarbonateHCID 11430—
ReactantAmmonium ChlorideHCID 25517—
Reactant4-Chloro-6-(prop-2-yn-1-yloxy)pyrimidineHCID 12137598—
SolventDimethylformamideHCID 6228—
ProductHCID 22599786HCID 2259978698.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

To 5 ml of N,N-dimethylformamide were added 0.19 g of 4-chloro-6-(2-propynyloxy)pyrimidine, 0.22 g of potassium carbonate, and 0.13 g of 3-chlorophenol, followed by stirring at 60° C. for 7 hours. The reaction mixture was then left for cooling to room temperature and poured into a saturated aqueous ammonium chloride solution, which was extracted three times with chloroform. The chloroform layers were combined, washed with diluted hydrochloric acid and then with water, and dried over anhydrous magnesium sulfate and then concentrated. The residue was subjected to silica gel column chromatography to give 0.26 g of 4-(3-chlorophenoxy)-6-(2-propynyloxy)pyrimidine (the present compound (15)), m.p.: 71.6° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06838463B2
Source datasetuspto-grants-2005_01
ORD IDord-15155a1e841d42b298554dc8f9f896c6
Source noteuspto-grants-2005_01