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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 390604Generated: October 26, 2026

Water → ethyl (E)-3-[3'-(3-heptyl-1-methylureido)biphenyl-4-yl]-2-methylacrylate

https://huagongshe.com/reaction/390604

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactantn-Heptyl isocyanateHCID 138341—
ReactantEthyl 2-methyl-3-(3'-methylaminobiphenyl-4-yl)acrylateHCID 68957155—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
Productethyl (E)-3-[3'-(3-heptyl-1-methylureido)biphenyl-4-yl]-2-methylacrylateHCID 1622542578.8%

Reaction Conditions

Temperature50 °C

Reaction Steps

618 μL (3.8 mmol) of heptyl isocyanate are added to a solution of 750 mg (2.5 mmol) of ethyl 2-methyl-3-(3′-methylaminobiphenyl-4-yl)acrylate in 10 mL of dichloromethane in the presence of 2 mL of triethylamine. The reaction mixture is stirred for 12 hours at 50° C. The reaction is stopped by addition of 50 mL of water and extraction with ethyl acetate. The organic phases are washed with sodium chloride solution and dried over magnesium sulfate. The solvents are evaporated off, and the residue is then purified by chromatography on a column of silica eluted with a 7/3 heptane/ethyl acetate mixture. 860 mg (78%) of ethyl (E)-3-[3′-(3-heptyl-1-methylureido)biphenyl-4-yl]-2-methylacrylate are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383652B2
Source datasetuspto-grants-2013_02
ORD IDord-cddd8ebdd087417d868302b7b74f5eb3
Source noteuspto-grants-2013_02