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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2173285Generated: October 29, 2026

N,O-Dimethylhydroxylamine → 6-bromo-N,5-dimethoxy-3,4-dihydro-1H-isochromene-1-carboxamide

https://huagongshe.com/reaction/2173285

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,O-DimethylhydroxylamineHCID 14232—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant6-bromo-5-(methyloxy)-3,4-dihydro-1H-isochromene-1-carboxylic acidHCID 66646335—
SolventDichloromethaneHCID 6344—
Product6-bromo-N,5-dimethoxy-3,4-dihydro-1H-isochromene-1-carboxamideHCID 86693012—

Reaction Steps

A mixture of 6-bromo-5-methoxy-3,4-dihydro-1H-isochromene-1-carboxylic acid (600 mg, 2.08 mmol) and CDI (475 mg, 2.93 mmol) in 20 mL of dry DCM was stirred at r.t. for 0.5 hours and then O,N-dimethyl-hydroxylamine (285 mg, 2.93 mmol) was added. The result mixture was stirred oversight. The solvents were removed under vacuum, and the residue was purified by preparative TLC to give 6-bromo-N,5-dimethoxy-3,4-dihydro-1H-isochromene-1-carboxamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056859B2
Source datasetuspto-grants-2015_06
ORD IDord-907b96f9828c4f1589b2fceeb937f5c2
Source noteuspto-grants-2015_06