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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1665633Generated: October 30, 2026

Triethylamine → N-Methyl-4-nitrobenzamide

https://huagongshe.com/reaction/1665633

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Nitrobenzoyl chlorideHCID 8502—
ReactantEthyl AcetateHCID 8857—
ReactantMethylamine hydrochlorideHCID 6364545—
SolventHexaneHCID 8058—
ProductN-Methyl-4-nitrobenzamideHCID 34792189.6%

Reaction Steps

To a mixture of 40% aqueous solution of Methylamine hydrochloride (2.175 g, 33.2 mmol) and Triethyl amine (3.75 g, 37.18 mmol) at 0° C., added 4-Nitro-benzoyl chloride (4.6 g, 24.78 mmol) and stirred for 30 mins. The reaction was monitored by TLC (50% Ethyl acetate in Hexane). The solid precipitate so obtained was filtered, washed with ice cold water and dried to afford 4 g (89%) of N-Methyl-4-nitro-benzamide. 1H NMR: (DMSO-d6): δ 8.78 (s, 1H), 8.32 (d, 2H), 8.06 (d, 2H), 2.8 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039463B2
Source datasetuspto-grants-2011_10
ORD IDord-ac064286d23f43c08a31da9d476eb79f
Source noteuspto-grants-2011_10