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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1598024Generated: October 30, 2026

Water → Ethyl 4-[(2-methylbenzoyl)amino]benzoate

https://huagongshe.com/reaction/1598024

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzocaineHCID 2337—
ReactantTriethylamineHCID 8471—
Reactant2-Methylbenzoyl chlorideHCID 70276—
SolventDichloromethaneHCID 6344—
ProductEthyl 4-[(2-methylbenzoyl)amino]benzoateHCID 68991077.4%

Reaction Steps

A mixture of 43.42 g (0.26 mol) of ethyl 4-aminobenzoate and 40.8 g (0.26 mol) of 2-methylbenzoyl chloride in 150 ml of dichloromethane is cooled in an ice bath and 26.56 g (0.26 mol) of triethylamine is added dropwise. After the addition, the solution is stirred at room temperature overnight. The mixture is poured into water and the organic layer separated. The organic layer is washed with water, 1N HCl, 1M NaHCO3 and dried (Na2SO4). The solvent is removed and the solid slurried with ethyl acetate and filtered to give 57 g of ethyl 4-[(2-methylbenzoyl)amino]benzoate as crystals, m.p. 110°-115° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05736538
Source datasetuspto-grants-1998_04
ORD IDord-99e2cf3c0a6741688305008cc4aea326
Source noteuspto-grants-1998_04