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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1011431Generated: November 2, 2026

Hydrogen Bromide → 3-Bromo-5-methoxyquinoline

https://huagongshe.com/reaction/1011431

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
ReactantDichloromethaneHCID 6344—
ReactantHCID 23159792HCID 23159792—
ReactantSodium NitriteHCID 23668193—
SolventWaterHCID 962—
Product3-Bromo-5-methoxyquinolineHCID 23159764—

Reaction Steps

To a solution of 3-(tert-butoxycarbonylamino)-5-methoxyquinoline (2.74 g, 10 mmol) in aqueous 48% HBr (40 mL), NaNO2 (2.1 g, 30 mmol) in water (20 mL) is added at 0° C. The reaction mixture is stirred 1 hour. The reaction mixture is extrated with CH2Cl2 (3×30 mL). After drying over MgSO4, dichloromethane is evaporated affording the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977354B2
Source datasetuspto-grants-2011_07
ORD IDord-0a7235043210453abccd5a2db4138344
Source noteuspto-grants-2011_07