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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1777403Generated: October 31, 2026

5-Chlorosalicylic Acid → HCID 57721616, compound

https://huagongshe.com/reaction/1777403

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chlorosalicylic AcidHCID 9447—
ReactantBenzenamine, 3,5-bis(trifluoromethyl)-HCID 9480—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 57721616HCID 5772161638.3%

Reaction Steps

To 12 ml of dichloromethane were added 5-chlorosalicylic acid (690 mg, 4 mmol), 3,5-bis(trifluoromethyl)aniline (972 mg, 4 mmol), EDCI (1.2 g, 8 mmol), and DMAP (49 mg, 0.4 mmol) in the presence of argon gas, followed by stirring for 12 hours at room temperature. The mixture was concentrated under reduced pressure, and then dissolved in 60 ml of ethylacetate, which was washed with water (40 ml×2). The organic layer was concentrated under reduced pressure, followed by column chromatography (developing solvent: hexane/ethylacetate=1/10) to give 609 mg of the target compound (yield: 38%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266872B2
Source datasetuspto-grants-2016_02
ORD IDord-85d27409e4cd494a8ba05504ba46e4d2
Source noteuspto-grants-2016_02