Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone | HCID 6775 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | HCID 13260279 | HCID 13260279 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 20481492 | HCID 20481492 | 49.7% |
Reaction Steps
5-(Imidazo[1,2-a]pyridine-2-yl)-8-methoxy-3,4-dihydrocarbostyril (1.4 g) and DDQ (3.5 g) were added to dioxane (30 ml) and the mixture was refluxed for 5 hours. The reaction mixture was concentrated under reduced pressure and the residue was extracted by the addition of chloroform and 0.5 N sodium hydroxide. The chloroform layer was washed with 0.5 N sodium hydroxide and then with water twice. After drying, chloroform was evaporated. The residue was isolated and purified through a silica gel column. The crude crystals thus obtained were dissolved in acetone and hydrochloric acid was added to the resulting solution. Crystals which precipitated were collected by filtration and recrystallized from water to give 410 mg of 5-(imidazo[1,2-a]-pyridine-2-yl)-8-methoxycarbostyril monohydrochloride monohydrate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04414390 |
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| Source dataset | uspto-grants-1983_11 |
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| ORD ID | ord-7f394a7e869845c0a65150d883230478 |
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| Source note | uspto-grants-1983_11 |
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