Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 2,4-Dimethylaniline | HCID 7250 | — |
| 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 54000291 | HCID 54000291 | 150.8% |
Reaction Steps
A mixture of 3-butyryl-4-chloro-8-(2-methylthioethoxy)quinoline (0.8 g, 2.5 mmol) and 2,4-dimethylaniline (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 0.77 g (75%) of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05889021 |
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| Source dataset | uspto-grants-1999_03 |
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| ORD ID | ord-303a8e15276b45c78e003a0cfcbbf7bd |
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| Source note | uspto-grants-1999_03 |
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