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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1182613Generated: October 26, 2026

Dimethylformamide → 4-(3-Chlorophenyl)-6-methyl-2-(methylthio)-1,4-dihydropyridine-5-carboxylic acid 3-phenylpropyl ester

https://huagongshe.com/reaction/1182613

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium AcetateHCID 517045—
Reactant2-Acetyl-3-(3-chlorophenyl)acrylic acid 3-phenylpropyl esterHCID 69075917—
ReactantHCID 178485224HCID 178485224—
Product4-(3-Chlorophenyl)-6-methyl-2-(methylthio)-1,4-dihydropyridine-5-carboxylic acid 3-phenylpropyl esterHCID 69070905—

Reaction Conditions

Temperature60 °C

Reaction Steps

200 mg (0.583 mmol) of 2-acetyl-3-(3-chlorophenyl) acrylic acid 3-phenylpropyl ester was dissolved in 10 ml of DMF. 130 mg (0.467 mmol) of methylisothiourea-sulfate and 95.6 mg (1.17 mmol) of sodium acetate was added at room temperature and stirred at 60° C. for 2 days. After DMF 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 2/1) to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07288544B2
Source datasetuspto-grants-2007_10
ORD IDord-c6a26457c70148b49ec3ac3a56b6c7a4
Source noteuspto-grants-2007_10