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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1035624Generated: November 1, 2026

Hydrochloric Acid → HCID 59443458, compound

https://huagongshe.com/reaction/1035624

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethylamineHCID 6329—
ReactantTriethylamineHCID 8471—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantHCID 59443490HCID 59443490—
ReactantHCID 178418300HCID 178418300—
SolventDichloromethaneHCID 6344—
ProductHCID 59443458HCID 5944345874%

Reaction Conditions

Temperature0 °C

Reaction Steps

3-Methoxy-7-(3-methoxyphenyl)-2-naphthoic acid (323 mg, 1.05 mmol, 1 eq), EDCI (1 eq) and hydroxybenzotriazole (1 eq) are dissolved in 50 ml of dichloromethane. To this solution, cooled at 0° C., are added dropwise methylamine (1 eq) and triethylamine (1 eq) in 40 ml of dry dichloromethane. The reaction mixture is boiled under reflux for 1.5 h, and after cooling, the reaction is stopped by adding 20 ml of 0.1 M HCl. The organic phase is separated, washed with saturated sodium carbonate and chloride solutions, dried over magnesium sulfate, filtered and concentrated in vacuum on a rotary evaporator. Purification by column chromatography with hexane/ethyl acetate 8/2 as the eluent yielded the desired product in a yield of 74%, 250 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546392B2
Source datasetuspto-grants-2013_10
ORD IDord-f2264dcab60d4e7bbc3f168da954b256
Source noteuspto-grants-2013_10