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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1633347Generated: October 30, 2026

Hydrochloric Acid → N-[2-(2-ethoxyethoxy)-phenyl-sulfonyl]-N'-(4-difluoromethoxy-6-methylpyrimidin-2-yl)-urea

https://huagongshe.com/reaction/1633347

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,5-Diazabicyclo(5,4,0)undec-5-eneHCID 314112—
Reactant2-(Ethoxy-ethoxy)-benzenesulfonamideHCID 20185696—
Reactant2-Phenoxycarbonylamino-4-difluoromethoxy-6-methyl-pyrimidineHCID 22104172—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
ProductN-[2-(2-ethoxyethoxy)-phenyl-sulfonyl]-N'-(4-difluoromethoxy-6-methylpyrimidin-2-yl)-ureaHCID 53940140—

Reaction Steps

A solution of 3.5 g of 2-phenoxycarbonylamino-4-difluoromethoxy-6-methyl-pyrimidine (crude product) and 2.9 g of 2-(ethoxy-ethoxy)-benzenesulfonamide in 100 ml of absolute acetonitrile is decomposed with 1.8 g of 1,5-diazabicyclo[5.4.0]undec-5-ene; it is then stirred for 1 hour at 20° to 25° C., diluted with 500 ml of water and acidified with hydrochloric acid. The precipitated oil is taken up with 200 ml of ethyl acetate, dried over sodium sulfate and concentrated by evaporation. Crystallisation of the oily residue from diethyl ether and acetone yields, as colourless crystals, N-[2-(2-ethoxy-ethoxy)-phenyl-sulfonyl]-N'-(4-difluoromethoxy-6-methyl-pyrimidin-2-yl)-urea, m.p. 90° to 95° C. (decomposition); yield 2.7 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04480101
Source datasetuspto-grants-1984_10
ORD IDord-8091d18f191449af81835a836d00e8b3
Source noteuspto-grants-1984_10