HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 9H-Indeno[1,2-b]pyrazine-3,9(4H)-dione 9-ethylene acetal
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 9H-Indeno[1,2-b]pyrazine-3,9(4H)-dione | HCID 19035976 | — |
| Solvent | Ethylene Glycol | HCID 174 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 9H-Indeno[1,2-b]pyrazine-3,9(4H)-dione 9-ethylene acetal | HCID 67722806 | 83% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05468748 |
| Source dataset | uspto-grants-1995_11 |
| ORD ID | ord-23822854a35043a397407781165306f2 |
| Source note | uspto-grants-1995_11 |