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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1963992Generated: October 28, 2026

Dimethylformamide → HCID 44251013, compound

https://huagongshe.com/reaction/1963992

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDicyclohexylamineHCID 7582—
ReactantOxalyl chlorideHCID 65578—
Reactant2-(2-((4-Chloro-2-(methoxycarbonyl)phenyl)amino)-2-oxoethoxy)acetic acidHCID 51039954—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventDimethylacetamideHCID 31374—
ProductHCID 44251013HCID 44251013—

Reaction Steps

1.0 g (3.3 mmol) of (2-([4-chloro-2-(methoxycarbonyl)phenyl]amino)-2-oxoethoxy)acetic acid, a catalytic quantity of DMF, and 505 mg (3.98 mmol) of oxalyl chloride were stirred at 0° C. for 1.5 hours in 10 mL of THF. After completion of the reaction, the solvent was distilled off under reduced pressure. 0.66 g (3.6 mmol) of dicyclohexylamine, and 10 mL of DMA were added to this residue, and stirred at room temperature for 2 hours. After completion of the reaction, water was added, and the precipitated crystals were collected by filtration and dried to give the crude product of 5-chloro-2-(([2-(dicyclohexylamino)-2-oxoethoxy]acetyl)amino)benzoic acid.methyl ester. The crude product was then used in the subsequent stage without being purified.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415479B2
Source datasetuspto-grants-2013_04
ORD IDord-9e1f7542351a44489c8189fd1c30ad6d
Source noteuspto-grants-2013_04