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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1849283Generated: October 26, 2026

Diisopropylethylamine → 3-(8-Bromo-4,5-dihydrothiazolo[4,5-d]benzo[b]oxepine-2-yl)-4,4-dimethyloxazolidin-2-one

https://huagongshe.com/reaction/1849283

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantTriphosgeneHCID 94429—
Reactant2-(8-Bromo-4,5-dihydrothiazolo[4,5-d]benzo[b]oxepine-2-ylamino)-2-methylpropan-1-olHCID 58204262—
SolventDichloromethaneHCID 6344—
Product3-(8-Bromo-4,5-dihydrothiazolo[4,5-d]benzo[b]oxepine-2-yl)-4,4-dimethyloxazolidin-2-oneHCID 58203885—

Reaction Steps

Triphosgene (148 mg, 0.500 mmol) was added to a mixture of 185 mg (0.500 mmol) of 2-(8-bromo-4,5-dihydrothiazolo[4,5-d]benzo[b]oxepine-2-ylamino)-2-methylpropan-1-ol and 0.522 ml (3.00 mmol) of diisopropylethylamine in 7.0 ml of methylene chloride. The reaction mixture was stirred for 3 hours and concentrated in vacuum. The residue was partitioned between ethyl acetate and 5% aqueous citric acid. The organic extracts were washed with water, brine, dried over magnesium sulfate and concentrated in vacuum. Yield 194 mg (98%). MS(ESI+): 396.3

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952043B2
Source datasetuspto-grants-2015_02
ORD IDord-c9cc984073ab4a84b0f7711c96c803ae
Source noteuspto-grants-2015_02