HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → N-Cyclohexyl-N-methyl-4-((2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)oxy)butanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 6-Hydroxy-3,4-dihydro-2(1H)-quinolinone | HCID 2774040 | — |
| Reactant | 4-Chloro-N-cyclohexyl-N-methylbutanamide | HCID 13208297 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | N-Cyclohexyl-N-methyl-4-((2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)oxy)butanamide | HCID 13200334 | — |
Reaction Steps
3.2 Grams of 6-hydroxy-3,4-dihydrocarbostyril, 0.9 g of potassium hydroxide, 3.2 g of sodium iodide and 5.0 g of N-methyl-N-(4-chlorobutyryl)cyclohexylamine are added to 50 ml of dimethylsulfoxide, and the mixture is agitated at 70° to 80° C. for 4.5 hours. After the reaction, the reaction solution is poured into 400 ml of saturated NaCl solution and the precipitated crystals are filtered out and washed with water. The thus obtained crude crystals are then recrystallized from benzene-petroluem ether to obtain 2.9 g of 6-[3-(N-methyl-N-cyclohexylaminocarbonyl)propoxy]-3,4-dihydrocarbostyril in the form of colorless needlelike crystals with melting point of 144°-146° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04298739 |
| Source dataset | uspto-grants-1981_11 |
| ORD ID | ord-e0e2ce78aed047a99e5743eeac424e52 |
| Source note | uspto-grants-1981_11 |