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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1579443Generated: November 3, 2026

Carbon Tetrachloride → 5H-[1]Benzopyrano[2,3-b]pyridin-5-one, 7-(bromomethyl)-

https://huagongshe.com/reaction/1579443

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon TetrachlorideHCID 5943—
ReactantN-bromobutanimideHCID 67184—
Reactant5H-[1]Benzopyrano[2,3-b]pyridin-5-one, 7-methyl-HCID 12202679—
CatalystBenzoyl PeroxideHCID 7187—
SolventWaterHCID 962—
Product5H-[1]Benzopyrano[2,3-b]pyridin-5-one, 7-(bromomethyl)-HCID 1227420381.6%

Reaction Steps

A mixture of 42 g of 7-methyl-5-oxo-5H-[1]benzopyrano[2,3-b]pyridine, 36 g of N-bromosuccinimide, 0.4 g of benzoyl peroxide and 420 ml of carbon tetrachloride is refluxed with stirring under ultraviolet light for 2 hours. The reaction mixture is filtered rapidly while it is hot. The crystals thus obtained are suspended in hot water (about 60°C). The suspension is stirred thoroughly, and filtered. The crystals are recrystallized from dioxane to give 47.1 g of 7-bromomethyl-5-oxo-5H-[1]benzopyrano[2,3-b]-pyridine melting at 211°-212.5°C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03931205
Source datasetuspto-grants-1976_01
ORD IDord-4304fc61f292405c8d0dd88cc0977840
Source noteuspto-grants-1976_01