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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 529419Generated: October 31, 2026

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

https://huagongshe.com/reaction/529419

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 stiffed 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 numberUS09346827B2
Source datasetuspto-grants-2016_05
ORD IDord-37add0afa81a470c9c8135b2d4b116be
Source noteuspto-grants-2016_05