Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methyl Acridine-4-carboxylate | HCID 11064418 | — |
| Solvent | Acridone | HCID 2015 | — |
| Product | Acridine-4-carboxylic Acid | HCID 11138739 | 87% |
Reaction Steps
To methyl acridine-4-carboxylate, prepared in Example 4,(183 mg), was added a degassed solution of NaOH in aqueous EtOH (1:1,2M)(35 ml). The mixture was stirred for 3 hours at 50° C., when a clear solution was obtained, then neutralised with glacial AcOH. Extraction with EtOAc (3×15 50 ml) followed by chromatography on silica gel, eluting with EtOAc/petroleum ether (1:4), gave acridine-4-carboxylic acid (160 mg, 87%), mp (Me2CO) 196-197° C. (lit, mp 202-204° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06111109 |
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| Source dataset | uspto-grants-2000_08 |
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| ORD ID | ord-3bd7817617e2472e80674c6f20cd3ecd |
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| Source note | uspto-grants-2000_08 |
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