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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896774Generated: October 25, 2026

Ethyl Acetate → N-(2-chloro-5-nitrophenyl)-4-methylbenzamide

https://huagongshe.com/reaction/1896774

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant4-Methylbenzoyl ChlorideHCID 13405—
Reactant2-Chloro-5-nitroanilineHCID 22691—
SolventPyridineHCID 1049—
ProductN-(2-chloro-5-nitrophenyl)-4-methylbenzamideHCID 333039942%

Reaction Steps

To 2-chloro-5-nitroaniline (2 g, 11.59 mmol) in pyridine (5 mL) at room temperature was added 4-methylbenzoyl chloride (1.6 mL, 12.17 mmol), followed by pyridine (5 mL). The mixture was then stirred at room temperature for 16 h. Ethyl acetate was then added to the solution to give a precipitate, which was filtered off and washed twice with ethyl acetate, and then hexanes. The resulting solid was then washed with aqueous sodium bicarbonate, 1M aqueous sodium hydroxide, water and hexanes to afford (1.4 g, 42%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518980B2
Source datasetuspto-grants-2013_08
ORD IDord-d81dff55bf5c4ca1882e75664806ad58
Source noteuspto-grants-2013_08