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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846259Generated: November 1, 2026

Water → 2-Amino-N-(4-sec-butylphenyl)benzamide

https://huagongshe.com/reaction/1846259

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantIsatoic AnhydrideHCID 8359—
ReactantBenzenamine, 4-(1-methylpropyl)-HCID 121771—
SolventDimethylformamideHCID 6228—
Product2-Amino-N-(4-sec-butylphenyl)benzamideHCID 16770037—

Reaction Conditions

Temperature115 °C

Reaction Steps

4-sec-butyl aniline (B) (1.49 g, 10.0 mmol) was added to a solution of isatoic anhydride (A) (1.63 g, 10.0 mmol) in anhydrous DMF (40 mL) and the reaction mixture was stirred at 115° C. for 16 hours under nitrogen. It was then cooled to room temperature and poured into water (200 mL), and extracted with ethyl acetate (200 mL). The organic phase was washed with water (100 mL), 10% aqueous NaOH solution (100 mL), water (100 mL) and dried over anhydrous Na2SO4. Removal of solvent gave 2-amino-N-(4-sec-butylphenyl)benzamide (C) as a brown solid. Yield: 1.27 g (47%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952021B2
Source datasetuspto-grants-2015_02
ORD IDord-830ef948f96d4e239f8f412606d83d87
Source noteuspto-grants-2015_02