HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-Piperazinehexanamide, N-[6-methoxy-4-methyl-8-quinolinyl]-3,5-dimethy
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2,6-Dimethylpiperazine | HCID 66056 | — |
| Reactant | 6-Bromo-N-(6-methoxy-4-methyl-8-quinolinyl)hexanamide | HCID 612023 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1-Piperazinehexanamide, N-[6-methoxy-4-methyl-8-quinolinyl]-3,5-dimethy | HCID 629985 | 83.6% |
Reaction Steps
A mixture of 5.5 g (0.015 mole ) of 6-bromo-N-(6-methoxy-4-methyl-8-quinolinyl)hexanamide and 3.4 g (0.03 mole) of 2,6-dimethylpiperazine in 80 ml of benzene was heated under reflux for 21 hr, treated with 2 ml of triethylamine, and heated for an additional 4 hr. The mixture was allowed to cool, diluted with water and toluene, and made strongly basic with 50% sodium hydroxide solution. The organic layer was washed, dried and concentrated to dryness in vacuo. Recrystallization from hexane containing a little toluene afforded 5 g (83%) of the title compound, mp 94°-96°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04659708 |
| Source dataset | uspto-grants-1987_04 |
| ORD ID | ord-9a53c0ddc3834eceb7b1aaa2f9f53ade |
| Source note | uspto-grants-1987_04 |