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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1437580Generated: October 25, 2026

1,1'-Carbonyldiimidazole → N-methoxy-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide

https://huagongshe.com/reaction/1437580

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
Reactant2,3-Dihydro-1-benzofuran-2-carboxylic acidHCID 2776555—
SolventDichloromethaneHCID 6344—
ProductN-methoxy-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamideHCID 5502799554.8%

Reaction Steps

To a solution of 2,3-dihydro-1-benzofuran-2-carboxylic acid (500 mg, 3.1 mmol) in anhydrous dichloromethane (20 ml), under nitrogen, was added 1,1′-carbonyldiimidazole (543 mg, 3.4 mmol). After stirring for 1 h, N,O-dimethylhydroxylamine hydrochloride (327 mg, 3.4 mmol) was added and the reaction mixture was stirred at room temperature for 18 h. The mixture was washed with hydrochloric acid (1N), followed by 10% aqueous potassium carbonate solution, and the organic phase was separated, dried (MgSO4) and concentrated in vacuo to give the title compound (352 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07622500B2
Source datasetuspto-grants-2009_11
ORD IDord-96c0e169bc90490ca2d4c73ad494e39f
Source noteuspto-grants-2009_11