Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acrylic Acid | HCID 6581 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 8-Amino-6-methoxyquinoline hydrobromide& | HCID 16213850 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 232155 | HCID 232155 | 37% |
Reaction Steps
A mixture of 5.0 g (19.56 mmol) of 6-methoxy-8-aminoquinoline hydrobromide, 1.48 ml (21.51 mmol) of acrylic acid and 5.45 ml (39.12 mmol) of triethylamine is dissolved in 25 ml of toluene and brought to 110° C. for 16 h, with magnetic stirring. 10 ml of a 10% (w/v) aqueous sodium hydroxide solution are then added and the reaction medium is kept at 100° C. for 20 min, with stirring. After returning to ambient temperature, the phase containing the toluene is eliminated and the aqueous phase is extracted with 100 ml of chloroform. The aqueous phase is then acidified by adding acetic acid until a pH of 5-6 is obtained. The precipitate obtained is filtered off and then washed with water. After drying under vacuum, the compound 26 is obtained in the form of a green powder: 1.77 g (yield=37%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07947701B2 |
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| Source dataset | uspto-grants-2011_05 |
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| ORD ID | ord-4c704b6edd584ede81c1ad61f64d15ef |
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| Source note | uspto-grants-2011_05 |
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