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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846283Generated: November 1, 2026

Benzenamine, 4-(1-methylpropyl)- → HCID 43702109, compound

https://huagongshe.com/reaction/1846283

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenamine, 4-(1-methylpropyl)-HCID 121771—
Reactant5-Fluoroisatoic anhydrideHCID 288560—
SolventDimethylformamideHCID 6228—
ProductHCID 43702109HCID 43702109—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a suspension 6-fluoro-1H-benzo[d][1,3]oxazine-2,4-dione (1.06 g, 5.90 mmol) in DMF (5 mL) was added 4-sec-butylphenylamine (1.95 mL, 11.8 mmol) at room temperature. The suspension was heated at 70° C. for 2 days, and cooled to room temperature. The reaction mixture was poured into crushed ice (150 mL), and extracted with dichloromethane. The organic layer was dried over Na2SO4, and evaporated under vacuum. The residue was purified by flash column chromatography on a Biotage (40 M silica column), using a gradient of hexane:ethyl acetate (9:1 to 8:2) mixture as eluent to afford 2-amino-N-(4-sec-butylphenyl)-5-fluorobenzamide. Yield: 1.16 g (69%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952021B2
Source datasetuspto-grants-2015_02
ORD IDord-1355f2ca03334437955617ee5acdc695
Source noteuspto-grants-2015_02