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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1256188Generated: October 31, 2026

Ammonia → HCID 58310529, compound

https://huagongshe.com/reaction/1256188

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantWaterHCID 962—
Reactant3-Bromo-8-chloro-1,5-naphthyridineHCID 13459137—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 58310529HCID 5831052976.6%

Reaction Conditions

Temperature160 °C

Reaction Steps

In a sealed reactor, 500 mg (2.04 mmol, 1 eq) of 7-bromo-4-chloro-1,5-naphthyridine (G. B. Barlin et al. Aust. J. Chem. 1985, 38, 459-465) and 12 mL (71.3 mmol, 35 eq) of 20% aqueous ammonia solution were introduced in 12 mL of dioxane. The mixture was stirred at 160° C. for 24 h. The mixture was allowed to reach rt and water was added. Aqueous layer was extracted with ethyl acetate. Organic layers were dried over Na2SO4, filtered and evaporated to dryness. The residue was purified by column chromatography using methylene chloride and then methylene chloride/ethanol: 98/2 as eluent. The solvent was evaporated to dryness to afford 350 mg of white powder with 76% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08461178B2
Source datasetuspto-grants-2013_06
ORD IDord-f7483393e48b4b648494118b5c11a7c5
Source noteuspto-grants-2013_06