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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 869248Generated: October 30, 2026

1-Bromo-2-Chloroethane → HCID 66642902, compound

https://huagongshe.com/reaction/869248

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-2-ChloroethaneHCID 7849—
ReactantPotassium CarbonateHCID 11430—
ReactantSodium BicarbonateHCID 516892—
Reactant7-nitro-3,4-dihydro-2H-1,4-benzoxazin-3-oneHCID 2763830—
CatalystBenzyl triethylammonium chlorideHCID 66133—
SolventAcetonitrileHCID 6342—
ProductHCID 66642902HCID 66642902—

Reaction Conditions

Temperature75 °C

Reaction Steps

To a mixture of 7-nitro-2H-1,4-benzoxazine-3(4H)-one (2.0 g), benzyltriethylammonium chloride (470 mg), potassium carbonate (4.27 g) and acetonitrile (60 mL), 1-bromo-2-chloroethane (1.28 mL) was added and stirred at 75° C. for 3 hours. After the reaction liquid was cooled, saturated aqueous sodium hydrogen carbonate was added, and the reaction liquid was extracted with ethyl acetate and the extract was washed with saturated aqueous sodium chloride. After drying over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (eluent: chloroform) to give 4-(2-chloroethyl)-7-nitro-2H-1,4-benzoxazine-3(4H)-one (1.92 g) as a yellow powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969336B2
Source datasetuspto-grants-2015_03
ORD IDord-0fced1b9520e49d5af28176bb15e29b2
Source noteuspto-grants-2015_03