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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 747704Generated: October 29, 2026

Dimethylamine → 4-(Dimethylcarbamoyl)benzoic acid

https://huagongshe.com/reaction/747704

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 4-(chlorocarbonyl)benzoateHCID 81850—
Solvent1,4-DioxaneHCID 31275—
Product4-(Dimethylcarbamoyl)benzoic acidHCID 11095480—

Reaction Steps

A solution of 5 g (25.2 mmol) of methyl 4-chlorocarbonyl benzoate in 20 ml of dioxane was added to 30 ml of 50% aqueous dimethylamine solution under cooling with ice. After stirring for 30 minutes, 50 ml of 1 N aqueous sodium hydroxide solution was added to the resultant mixture, and they were stirred at room temperature for 2 days. The reaction liquid was washed with ethyl acetate and made acidic with hydrochloric acid. After the extraction with ethyl acetate, the extract was washed with saturated Aqueous NaCl solution and then dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was washed with hexane and dried to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07396844B1
Source datasetuspto-grants-2008_07
ORD IDord-3b1983c1e5514ba68b23a1f1ab5fa0d1
Source noteuspto-grants-2008_07