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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2418483Generated: October 25, 2026

Aniline → Butanamide, 4-chloro-3-oxo-N-phenyl-

https://huagongshe.com/reaction/2418483

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
Reactant4-Chloro-4-(chloromethyl)oxetan-2-oneHCID 13718281—
SolventDichloromethaneHCID 6344—
SolventSodium BicarbonateHCID 516892—
ProductButanamide, 4-chloro-3-oxo-N-phenyl-HCID 38215—

Reaction Conditions

Temperature0 °C

Reaction Steps

7.8 Parts of 4-chloro-4-chloromethyloxetan-2-one are dissolved in 150 parts of methylenechloride containing 4.2 parts of anhydrous sodium bicarbonate and the solution is cooled to 0° C. 4.7 Parts of aniline are then added over 30 minutes and the reaction mixture is finally stirred for 48 hours at room temperature. The solids are then filtered off and the filtrate evaporated. The residue is crystallised twice from chloroform to give γ-chloroacetoacetanilide, m.p. 142°-143° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04472589
Source datasetuspto-grants-1984_09
ORD IDord-c87d1c74da7b487382e536c1f2e9ad1f
Source noteuspto-grants-1984_09