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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 617128Generated: October 30, 2026

P-Anisidine → 2-amino-N-(4-methoxy-phenyl)-3-methoxy-benzamide

https://huagongshe.com/reaction/617128

Reaction equation

Participants

RoleNameHCIDCharge
ReactantP-AnisidineHCID 7732—
Reactant8-Methoxy-1H-benzo[d][1,3]oxazine-2,4-dioneHCID 10559679—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventEthanolHCID 702—
Product2-amino-N-(4-methoxy-phenyl)-3-methoxy-benzamideHCID 18174430—

Reaction Steps

To a solution of 27.17 g (0.141 mol) of 8-methoxyisatoic anhydride in 200 mL of ethanol was added a catalytic amount of 4-dimethylaminopyridine and 350 mL of a 1M solution containing 43.0 g (0.350 mol) of p-anisidine. The reaction mixture was stirred and heated under reflux overnight. The reaction flask was then chilled on ice. The precipitate that formed was collected by vacuum filtration and amounted to 34.7 g. An analytical sample (mp 168-169° C.) was obtained by recrystallization from ethanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05948775
Source datasetuspto-grants-1999_09
ORD IDord-f72bda8dcd30406794af07be74c69540
Source noteuspto-grants-1999_09