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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1855289Generated: November 2, 2026

Dimethylformamide → 8-bromo-2-chloro-10H-chromeno[3,2-b]pyridin-10-one

https://huagongshe.com/reaction/1855289

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant8-bromo-10-oxo-10H-chromeno[3,2-b]pyridine 1-oxideHCID 66728200—
SolventTolueneHCID 1140—
Product8-bromo-2-chloro-10H-chromeno[3,2-b]pyridin-10-oneHCID 58466196—

Reaction Steps

To a suspension of 8-bromo-10-oxo-10H-chromeno[3,2-b]pyridine 1-oxide in 100 mL of toluene at 0° C. was added dropwise phosphorus oxychloride (35.8 mL, 391 mmol) followed by 2 mL of DMF and the mixture was stirred at RT overnight. The solvent was evaporated under vacuum and the residue which crashed out of water, was filtered and washed with water, methanol and acetone in sequence. The solid was air dried to give 8-bromo-2-chloro-10H-chromeno[3,2-b]pyridin-10-one as a tan solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962859B2
Source datasetuspto-grants-2015_02
ORD IDord-32f67db33ea848779b6b6e3600865932
Source noteuspto-grants-2015_02