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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2374169Generated: November 1, 2026

Selenium Dioxide → HCID 86605556, compound

https://huagongshe.com/reaction/2374169

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSelenium DioxideHCID 24007—
Reactant1,4-DioxaneHCID 31275—
ReactantHCID 68528911HCID 68528911—
SolventWaterHCID 962—
ProductHCID 86605556HCID 86605556—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 3-bromo-4-methyl-[1,8]-naphthyridine (1.5 g, 6.7 mmol), dioxane (16 mL) and water (0.6 mL) was treated with selenium dioxide (3.0 g, 27 mmol) and stirred at 80° C. for 1 h. The mixture was cooled to RT, diluted with satd. aq. NaHCO3, extracted 3× with EtOAc, and the combined organic phases were dried over Na2SO4, filtered and concentrated under vacuum. Filtration through a pad of silica gel eluting with EtOAc gave 0.70 g of the title compound as a yellow solid. 1H NMR (CDCl3) δ 10.62 (s, 1H), 9.32 (s, 1H), 9.28 (d, 1H), 1.18 (d, 1H), 7.66 (dd, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07462600B2
Source datasetuspto-grants-2008_12
ORD IDord-2081cc8820b34a3e83119c1138c56355
Source noteuspto-grants-2008_12