Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 2-Methoxyaniline | HCID 7000 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3-Butyryl-4-chloro-8-(2-methylthioethoxy)quinoline | HCID 54562429 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Diisopropyl Ether | HCID 7914 | — |
| Product | HCID 53761935 | HCID 53761935 | 155.9% |
Reaction Steps
A mixture of 3-butyryl-4-chloro-8-(2-methylthioethoxy)quinoline (0.8 g, 2.5 mmol) and 2-methoxyaniline (0.45 g, 3.7 mmol) in toluene (12 ml) was heated to 90° C. and stirred 3.0 h. After cooling to room temperature, methylene chloride and water were added. The mixture was neutralized with a saturated solution of sodium bicarbonate. The organic layer was dried over sodium sulfate and evaporated. Trituration with isopropyl ether gave 0.80 g (77%) of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05889021 |
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| Source dataset | uspto-grants-1999_03 |
|---|
| ORD ID | ord-70737bcffd8d4ec6be031dea062d0b87 |
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| Source note | uspto-grants-1999_03 |
|---|
