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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 330310Generated: October 31, 2026

Water → DL-5 Chloro-4-(alpha-ethyl-3-phenoxybenzylamino)-6-methylthiomethylpyrimidine

https://huagongshe.com/reaction/330310

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTolueneHCID 1140—
ReactantMethylmercaptan sodiumHCID 45051789—
ReactantDL-5 Chloro-6-chloromethyl-4-(alpha-ethyl-3-phenoxybenzyl)aminopyrimidineHCID 131716257—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
ProductDL-5 Chloro-4-(alpha-ethyl-3-phenoxybenzylamino)-6-methylthiomethylpyrimidineHCID 131716255—

Reaction Steps

To a solution of 2.0 g of dl-5-chloro-6-chloromethyl-4-(α-ethyl-3-phenoxybenzyl)aminopyrimidine obtained in Example 4 dissolved in 50 ml of methanol was added 10 ml of a 15% aqueous methanthiol sodium salt solution, and the mixture was refluxed under stirring for 2 hours. After completion of the reaction, the product was poured into water and extracted with ethyl acetate. The extract was washed with water, dried over anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. The oily product obtained was isolated by chromatography (Wako Gel C-200, trade name, eluted with toluene:ethyl acetate=5:1) to give 1.8 g of the desired product as pale yellow oily liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04895849
Source datasetuspto-grants-1990_01
ORD IDord-5e85b2df28114c38ad359e28446850a2
Source noteuspto-grants-1990_01