Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 2-Chloroaniline | HCID 7240 | — |
| 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 | HCID 54270912 | HCID 54270912 | 72% |
Reaction Steps
A mixture of 3-butyryl-4-chloro-8-(2-methylthioethoxy)quinoline (0.8 g, 2.5 mmol) and 2-methyl, 6-chloroaniline (0.52 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. Chromatography (SiO2 ; EtOAc) gave 0.77 g (72%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05889021 |
|---|
| Source dataset | uspto-grants-1999_03 |
|---|
| ORD ID | ord-2c187f4468944d0d90488d6cecce2e50 |
|---|
| Source note | uspto-grants-1999_03 |
|---|
