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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2103419Generated: October 31, 2026

m-Toluamide → HCID 57804321, compound

https://huagongshe.com/reaction/2103419

Reaction equation

Participants

RoleNameHCIDCharge
Reactantm-ToluamideHCID 69253—
ReactantMethyl 2-chloroacetoacetateHCID 107332—
SolventEthyl AcetateHCID 8857—
ProductHCID 57804321HCID 5780432142.6%

Reaction Conditions

Temperature120 °C

Reaction Steps

Heat to 120° C. a neat mixture of methyl 2-chloroacetoacetate (914 mL, 7.5 mmol) and 3-methyl-benzamide (676 mg, 5 mmol) and stir at this temperature for 12 hrs. Cool the reaction mixture to room temperature and dilute it with ethyl acetate, wash with saturated sodium bicarbonate solution (3 times), water (twice) and brine, Dry the organic extract over MgSO4 and concentrate. Purify the resulting residue by flash chromatography (elute with 10% ethyl acetate in heptane) to give the title compound as a yellow oil (492 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576109B2
Source datasetuspto-grants-2009_08
ORD IDord-99426b917f9e47219be76096d3de44bd
Source noteuspto-grants-2009_08