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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 993429Generated: October 30, 2026

1,2-Dichloroethane → HCID 22892021, compound

https://huagongshe.com/reaction/993429

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant1-Naphthoic acidHCID 6847—
ReactantTriethylamineHCID 8471—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
SolventDimethylformamideHCID 6228—
ProductHCID 22892021HCID 228920217.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

3.44 g (20 mmol) of 1-naphthoic acid was dissolved in 20 ml of dimethylformamide, and then 4.6 g (24 mmol) of EDC, 2.02 g (20 mmol) of triethylamine and 3.24 g (24 mmol) of HOBT were added thereto. The resulting mixture was stirred at 0° C. for 5 minutes. To the reaction solution was added 1.85 g (20 mmol) of N,O-dimethylhydroxylamine hydrochloride, which was then stirred at room temperature for 5 hours. The solvent was removed under reduced pressure and then 100 ml of saturated potassium carbonate solution was added to the residue. The resulting solution was extracted with ethyl acetate. Then, the organic layer was washed sequentially with 1N aqueous hydrochloric acid solution, aqueous sodium chloride solution and water, dried over anhydrous sodium sulfate and concentrated to give 3.04 g (1.50 mmol) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06472526B1
Source datasetuspto-grants-2002_10
ORD IDord-18f06a88441d4279ba0088f05eb2d795
Source noteuspto-grants-2002_10