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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2044258Generated: November 1, 2026

1,2-Dibromoethane → 9-Bromo-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine

https://huagongshe.com/reaction/2044258

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DibromoethaneHCID 7839—
ReactantCesium carbonateHCID 10796—
Reactant5-broMo-2-(1H-iMidazol-2-yl)phenolHCID 135742033—
SolventDimethylformamideHCID 6228—
Product9-Bromo-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepineHCID 5820490675.4%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 5-bromo-2-(1H-imidazol-2-yl)phenol (0.9 g, 4 mmol), 1,2-dibromoethane (1.3 mL, 15 mmol) and cesium carbonate (4.9 g, 15 mmol) in DMF (20 mL) was heated to 90° C. for 12 h. The mixture was partitioned between water and ethyl acetate. The organic layer was washed with water, brine and dried over MgSO4 and concentrated to give 9-bromo-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine (0.8 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08586574B2
Source datasetuspto-grants-2013_11
ORD IDord-17202f2703eb4349a3f2d77299cb79ab
Source noteuspto-grants-2013_11