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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1887789Generated: October 25, 2026

Hexane → Methyl (n-(5-chloro-2-propionylphenyl)-N-phenylcarbamoyl)formate

https://huagongshe.com/reaction/1887789

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
ReactantEthyl AcetateHCID 8857—
ReactantMethyl chloroglyoxylateHCID 79846—
Reactant1-(4-Chloro-2-phenylamino-phenyl)-propan-1-oneHCID 70816614—
SolventTolueneHCID 1140—
ProductMethyl (n-(5-chloro-2-propionylphenyl)-N-phenylcarbamoyl)formateHCID 7081665687.6%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 1-(4-chloro-2-phenylamino-phenyl)-propan-1-one (13.0 g, 50.2 mmol) in toluene (150 mL) was added methyl chlorooxoacetate (42.86 g, 350.0 mmol) at room temperature under nitrogen. The reaction mixture was heated at reflux at 110° C. for 16 hr. Completion of the reaction was monitored by silica TLC (mobile phase; hexane:ethyl acetate=1:1; Rf=0.5). The reaction mixture was concentrated under vacuum to afford 15.2 g (87.6% crude yield) of N-(5-chloro-2-propionyl-phenyl)-N-phenyl-oxalamic acid methyl ester. The crude product was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501732B2
Source datasetuspto-grants-2013_08
ORD IDord-d8fb32f5730d4ecaa7e2e137302bf31b
Source noteuspto-grants-2013_08