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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 986012Generated: October 29, 2026

4-Bromo-2-methylaniline → N-(4-bromo-2-methylphenyl)-3-oxobutanamide

https://huagongshe.com/reaction/986012

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Bromo-2-methylanilineHCID 11423—
ReactantDiketeneHCID 12661—
SolventTolueneHCID 1140—
ProductN-(4-bromo-2-methylphenyl)-3-oxobutanamideHCID 4100579—

Reaction Steps

A mixture of 4-bromo-2-methylaniline (25 g) and diketene (11.8 cm3) in toluene (100 cm3) was heated with stirring under reflux for 5 hours. On cooling to room temperature the precipitated solid was filtered off and recrystallised from hexane/ethyl acetate to afford N-[4-bromo-2-methylphenyl]-acetoacetamide, m.p. 109° (14.0 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04710507
Source datasetuspto-grants-1987_12
ORD IDord-4d8422dc2bed486d8ed9e4a7451c3bc9
Source noteuspto-grants-1987_12