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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 263899Generated: October 26, 2026

Ethanol → 9H-Indeno[1,2-b]pyrazine-3,9(4H)-dione 9-ethylene acetal

https://huagongshe.com/reaction/263899

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantWaterHCID 962—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant9H-Indeno[1,2-b]pyrazine-3,9(4H)-dioneHCID 19035976—
SolventEthylene GlycolHCID 174—
SolventTolueneHCID 1140—
Product9H-Indeno[1,2-b]pyrazine-3,9(4H)-dione 9-ethylene acetalHCID 6772280683%

Reaction Steps

A suspension of 9H-indeno[1,2-b]pyrazine-3,9(4H)-dione (1.0 g, 5.05 mmol) in ethylene glycol (10 ml), toluene (20 ml) and p-toluenesulfonic acid (20 mg) was refluxed with water separation for 18 hours. The reaction mixture was cooled to room temperature, ethanol (5 ml) was added and the precipitate was filtered off and washed with ethanol and dried to give 1.014 g (83%) of the title compound. M.p. 296°-298° C. 1H-NMR (DMSO-d6, δ): 4.3-4.42 (m, 4H), 7.43-7.6 (m, 3H), 7.75 (d, 1H), 7.88 (s, 1H), 12.7 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05646146
Source datasetuspto-grants-1997_07
ORD IDord-ae1bdbc6166546a2946401fab85c4974
Source noteuspto-grants-1997_07