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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1352652Generated: November 2, 2026

Triethylamine → N-(2-amino-4,5-dichlorophenyl)-2-methoxy-4-cyanobenzamide

https://huagongshe.com/reaction/1352652

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4,5-Dichloro-1,2-phenylenediamineHCID 79297—
Reactant4-Cyano-2-methoxybenzoyl chlorideHCID 22675049—
SolventDichloromethaneHCID 6344—
ProductN-(2-amino-4,5-dichlorophenyl)-2-methoxy-4-cyanobenzamideHCID 2110117786.3%

Reaction Steps

A solution of 2-methoxy-4-cyanobenzoyl chloride (2 g, 10 mmol) in dichloromethane (20 ml) was added dropwise in 1 h to a solution of 4,5-dichlorophenylendiamine (3.54 g, 20 mmol) and triethylamine (10.1 g=13.9 ml, 100 mmol) in dichloromethane (20 ml). Stirring was continued for additional two hours. The solvent was removed under vacuum and the residue was triturated with water (50 ml), filtered and dried at 50° C. under vacuum. The solid was suspended in diethyl ether (150 ml), stirred for 1 h, filtered and dried under vacuum to give 2.9 g of N-(2-amino-4,5-dichlorophenyl)-2-methoxy-4-cyanobenzamide (yield 43%), mp>250° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07220769B2
Source datasetuspto-grants-2007_05
ORD IDord-ded22f44dbe0478798e9caf097d87fec
Source noteuspto-grants-2007_05