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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727937Generated: October 26, 2026

Triethylamine → 4-(3-Chlorophenyl)-6-methyl-2-(methylthio)-1,4-dihydropyrimidine-5-carboxylic acid ethylester

https://huagongshe.com/reaction/1727937

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl 2-acetyl-3-(3-chlorophenyl)acrylateHCID 367058—
ReactantHCID 178485224HCID 178485224—
Solvent1-ButanolHCID 263—
Product4-(3-Chlorophenyl)-6-methyl-2-(methylthio)-1,4-dihydropyrimidine-5-carboxylic acid ethylesterHCID 69074904—

Reaction Conditions

Temperature100 °C

Reaction Steps

3.33 g (13.2 mmol) of 2-acetyl-3-(3-chlorophenyl) acrylic acid ethylester was dissolved in 30 ml of n-butanol. 2.93 g (10.5 mmol) of methylisothiourea-sulfate and 2.00 g (19.8 mmol) of triethylamine were added at room temperature and stirred at 100° C. for one day. After n-butanol was evaporated under reduced pressure, the reaction mixture was diluted with ethyl acetate and washed with saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by the silica gel chromatography (hexane/ethyl acetate=10/1) to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07494989B2
Source datasetuspto-grants-2009_02
ORD IDord-eefbcb57534e44228fd5fcf0339aff66
Source noteuspto-grants-2009_02