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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 323123Generated: October 31, 2026

Diethyl Ether → N-Methyl-4-nitro-N-phenylbenzamide

https://huagongshe.com/reaction/323123

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantN-MethylanilineHCID 7515—
ReactantTriethylamineHCID 8471—
Reactant4-Nitrobenzoyl chlorideHCID 8502—
SolventDichloromethaneHCID 6344—
ProductN-Methyl-4-nitro-N-phenylbenzamideHCID 26516086.6%

Reaction Steps

To an ice bath cooled solution of N-methylaniline (536 mg) in dichloromethane (30 ml) were added triethylamine (0.837 ml) and p-nitrobenzoyl chloride (982 mg) and the mixture was stirred at ambient temperature for 3 hours. The solution was washed successively in 1N hydrogen chloride, saturated aqueous sodium hydrogen carbonate solution and brine, and dried over magnesium sulfate. The solvent was evaporated in vacuo to give an oil and the oil was solidified with diethyl ether to give N-methyl-N-(4-nitrobenzoyl)aniline (1.11 g) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06211242B1
Source datasetuspto-grants-2001_04
ORD IDord-2a32cbed84664722b9366fa28754da6e
Source noteuspto-grants-2001_04