Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1H-Imidazole-4-carbaldehyde | HCID 76428 | — |
| Reactant | 2-methyl-6,7-dihydroquinolin-8(5H)-one | HCID 54170649 | — |
| Solvent | Sulfuric Acid | HCID 1118 | — |
| Product | HCID 178422885 | HCID 178422885 | — |
Reaction Steps
A mixture of 2-methyl-6,7-dihydro-5H-quinolin-8-one (Intermediate 200A3) (15.1 g, 93.8 mmol) and imidazole-4-carbaldehyde (15 g, 156 mmol) in 40% H2SO4 (65 mL) was heated at 110° C. for 12 h. The reaction mixture was cooled to room temperature, poured onto crushed ice and basified with 2M NaOH until pH>8. The solids were collected on a glass frit, washed with water, dichloromethane and dried under vacuum to give unpurified 7-(1H-imidazol-4-yl-methylene)-2-methyl-6,7-dihydro-5H-quinolin-8-one (Intermediate 200A4) as a yellow solid, 22 g (98%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07569584B2 |
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| Source dataset | uspto-grants-2009_08 |
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| ORD ID | ord-a8cc795de79248b4abdf2e9fc23674fa |
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| Source note | uspto-grants-2009_08 |
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