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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 842060Generated: October 31, 2026

4-Toluenesulfonyl chloride → HCID 12784073, compound

https://huagongshe.com/reaction/842060

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantPropylamineHCID 7852—
ReactantTriethylamineHCID 8471—
ReactantEthyl 4-hydroxy-2-phenylpyrimidine-5-carboxylateHCID 657593—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
SolventDimethylformamideHCID 6228—
ProductHCID 12784073HCID 1278407396.1%

Reaction Steps

A mixture of ethyl 3,4-dihydro-4-oxo-2-phenylpyrimidine-5-carboxylate (9.8 g), triethylamine (10.1 g) and dimethylformamide (20 ml) is added dropwise a solution of p-toluenesulfonyl chloride (8.4 g) in dimethylformamide (20 ml) at room temperature, and the mixture is stirred at the same temperature for 10 minutes. To the reaction mixture is added dropwise a solution of propylamine (2.8 g) in dimethylformamide (20 ml), and the mixture is stirred at room temperature for one hour. To the reaction mixture are added chloroform and water, and the chloroform layer is separated, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give crude ethyl 2-phenyl-4-propylaminopyrimidine-5-carboxylate (11 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06372740B1
Source datasetuspto-grants-2002_04
ORD IDord-98a1a177db4948f086fb0091a1c82700
Source noteuspto-grants-2002_04