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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403074Generated: October 27, 2026

Phosphorus oxychloride → 5-Bromo-1-chloroisoquinoline

https://huagongshe.com/reaction/1403074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
ReactantIsoquinoline, 5-bromo-, 2-oxideHCID 22665708—
SolventChloroformHCID 6212—
Product5-Bromo-1-chloroisoquinolineHCID 2119249765%

Reaction Conditions

Temperature50 °C

Reaction Steps

Phosphorus oxychloride (5 ml) was added to a suspension of compound (1a) (7.83 g) in chloroform (120 ml), and the mixture was stirred overnight at 50° C. The solvent was distilled off under reduced pressure, and chloroform was added to the residue. The reaction solution was neutralized with an aqueous sodium hydroxide solution with cooling in an ice bath and partitioned into organic and aqueous layers. The organic layer was washed with brine. The organic layer thus washed was dried over anhydrous sodium sulfate. Then, the solvent was distilled off, and small amounts of chloroform and diethyl ether were added to the residue. The deposit was filtrated to obtain compound (1b) (5.83 g, 65%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912181B2
Source datasetuspto-grants-2014_12
ORD IDord-8af9bc456c9f4ad3a27cfa1f3c38d922
Source noteuspto-grants-2014_12