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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1647169Generated: November 2, 2026

Dibromomethane → 4-Methyl-[1,3]dioxolo[4,5-c]pyridine

https://huagongshe.com/reaction/1647169

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDibromomethaneHCID 3024—
ReactantSodium hydrideHCID 24758—
Reactant2-Methyl-3-hydroxy-4-pyridoneHCID 66605815—
SolventDimethyl SulfoxideHCID 679—
SolventSodium chloride; waterHCID 57417360—
Product4-Methyl-[1,3]dioxolo[4,5-c]pyridineHCID 19926451—

Reaction Steps

2-Methyl-3-hydroxy-4-pyridone (1.25 g, 10 mmol) was dissolved in dry DMSO (20 ml). Dibromomethane (3.5 g, 20 mmol) was added followed by sodium hydride (1 g, >20 mmol, 50-60% in oil). The mixture was left at ambient temperature under stirring for 3 days whereupon it was poured into brine (50 ml). The water-DMSO solution was extracted with methylene chloride (3×50 ml) and the collected extracts were used directly in the next step. A sample for NMR analysis was withdrawn.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05430042
Source datasetuspto-grants-1995_07
ORD IDord-de054ac5c3074316a6b58a239a592cf6
Source noteuspto-grants-1995_07