HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → 1-methyl-6-[3-(N-cyclohexyl-N-methylaminocarbonyl)propoxy]-3,4-dihydrocarbostyril
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 4-Chloro-N-cyclohexyl-N-methylbutanamide | HCID 13208297 | — |
| Reactant | 6-Hydroxy-1-methyl-3,4-dihydroquinolin-2(1H)-one | HCID 21931828 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 1-methyl-6-[3-(N-cyclohexyl-N-methylaminocarbonyl)propoxy]-3,4-dihydrocarbostyril | HCID 15572926 | — |
Reaction Steps
3.4 Grams of 1-methyl-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 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 resultant crude crystals are recrystallized from ligroin to obtain 3.1 g of 1-methyl-6-[3-(N-cyclohexyl-N-methylaminocarbonyl)propoxy]-3,4-dihydrocarbostyril in the form of colorless needle-like crystals with melting point of 104.5°-106.5° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04298739 |
| Source dataset | uspto-grants-1981_11 |
| ORD ID | ord-aa3ec323e8884819b08c252bec27136e |
| Source note | uspto-grants-1981_11 |