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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2254742Generated: November 2, 2026

2-Aminopyridine → 1,2-Benzenediol,5-imidazo[1,2-a]pyridin-3-yl-3-nitro-

https://huagongshe.com/reaction/2254742

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-AminopyridineHCID 10439—
Reactant2-Bromo-1-(3,4-dihydroxy-5-nitro-phenyl)-ethanoneHCID 21845596—
SolventEthanolHCID 702—
Product1,2-Benzenediol,5-imidazo[1,2-a]pyridin-3-yl-3-nitro-HCID 21459070—

Reaction Steps

A mixture of 987.5 mg of 2-bromo-3',4'-dihydroxy-5'-nitroacetophenone and 1.01 g of 2-aminopyridine is melted at 110°. After 30 minutes the melt is treated with 15 ml of ethanol and heated to boiling under reflux for 3 hours. The reaction mixture is then cooled to room temperature and the crystals are removed by filtration under suction. There is obtained 5-(imidazo[1,2-a]-pyridin-3-yl)-3-nitropyrocatechol of m.p. 250°-252° (from N,N-dimethylformamide/methanol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05236952
Source datasetuspto-grants-1993_08
ORD IDord-b2e06e82d67f41e3ba5d0862a52564f5
Source noteuspto-grants-1993_08