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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 330318Generated: October 30, 2026

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

https://huagongshe.com/reaction/330318

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthane, 2-bromo-1,1-diethoxy-HCID 74852—
ReactantSodiumHCID 5360545—
ReactantDL-5 Chloro-6-ethyl-4-(alphaethyl-4-hydroxybenzylamino)pyrimidineHCID 131716268—
SolventTolueneHCID 1140—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductDL-5 Chloro-6-ethyl-4-[alpha-ethyl-4-(2,2-diethoxyethoxy)benzyl]aminopyrimidineHCID 13171627738.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 5.0 g of dl-5-chloro-6-ethyl-4-(α-ethyl-4-hydroxybenzyl)aminopyrimidine.sodium salt dissolved in 50 ml of N,N-dimethylformamide was added 4.8 g of bromoacetaldehyde diethylacetal, and the mixture was stirred at 80° C. for 8 hours. After completion of the reaction, the reaction mixture was charged into water and the separated oily product was extracted with ethyl acetate. The extract was washed with water, dried with anhydrous sodium sulfate, and then 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 2.3 g of the desired product as pale yellow liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04895849
Source datasetuspto-grants-1990_01
ORD IDord-ed70ba8423964f108db04cc5b3e9c130
Source noteuspto-grants-1990_01