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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1168005Generated: October 30, 2026

O-Toluidine → N-(2-Methylphenyl)butanimidic acid

https://huagongshe.com/reaction/1168005

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-ToluidineHCID 7242—
ReactantButyryl chlorideHCID 8855—
ReactantMethyl 4-butyramido-3-methylbenzoateHCID 9856104—
ProductN-(2-Methylphenyl)butanimidic acidHCID 221809—

Reaction Steps

A process for preparing methyl N-butyryl-4-amino-3-methyl-benzoate, comprising a first step of reacting o-toluidine with butyryl chloride to give N-butyryl-2-methylaniline, a second step of brominating the N-butyryl-2-methylaniline to give N-(4-bromo-2-methylphenyl)butanamide and a third step of converting the N-(4-bromo-2-methylphenyl)butanamide by reaction with carbon monoxide and methanol in the presence of a palladium catalyst to give methyl N-butyryl-4-amino-3-methylbenzoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06620962B2
Source datasetuspto-grants-2003_09
ORD IDord-1ec961f125064e59a6ad2022568e0d01
Source noteuspto-grants-2003_09