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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 703863Generated: October 30, 2026

Water → DL-5 Chloro-6-ethyl-4-[alpha-ethyl-4-(1,1,2,2-tetrafluoroethoxy)benzyl]aminopyrimidine

https://huagongshe.com/reaction/703863

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTolueneHCID 1140—
ReactantTetrafluoroethyleneHCID 8301—
ReactantDL-5 Chloro-6-ethyl-4-(alpha-ethyl-4-hydroxybenzyl)aminopyrimidine sodium saltHCID 131716264—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductDL-5 Chloro-6-ethyl-4-[alpha-ethyl-4-(1,1,2,2-tetrafluoroethoxy)benzyl]aminopyrimidineHCID 13171627133.5%

Reaction Steps

Into a solution of 1.6 g of dl-5-chloro-6-ethyl-4-(α-ethyl-4-hydroxybenzyl)aminopyrimidine sodium salt dissolved in 30 ml of N,N-dimethylformamide was gradually bubbled about 2.2 g of tetrafluoroethylene at 80° C. under nitrogen atmosphere while stirring. After completion of the bubbling, the mixture was stirred for 2 hours, and the reaction mixture was charged into water and separated oily product was extracted with ethyl acetate. The extract was washed with water, dried over anhydrous sodium sulfate and ethyl acetate was distilled off under reduced pressure. The oily product obtained was isolated by column chromatography (Wako Gel C-200, trade name, eluted with toluene:ethyl acetate=7:1) to give 0.6 g of the desired product as pale yellow liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04985426
Source datasetuspto-grants-1991_01
ORD IDord-a96fc8320b7e4121a7dd31abfda66425
Source noteuspto-grants-1991_01