HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 6-[3-(1,3-Dimethyl-3-cyclohexylureido)propoxy]carbostyril
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 6-(3-Methylaminopropoxy)carbostyril | HCID 13055737 | — |
| Reactant | N-cyclohexyl-N-methylcarbamoyl chloride | HCID 15209947 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-[3-(1,3-Dimethyl-3-cyclohexylureido)propoxy]carbostyril | HCID 22132600 | 47.9% |
Reaction Steps
6-(3-Methylaminopropoxy)carbostyril (3 g) is dissolved in dimethylformamide (150 ml), and thereto are added N-methyl-N-cyclohexylaminocarbonyl chloride (2.3 g) and potassium carbonate (2 g). The mixture is stirred at room temperature overnight, and further heated with stirring at 80° C. for 2 hours. The reaction solution is poured into water, and extracted with ethyl acetate. The extract is concentrated under reduced pressure to remove the solvent, and the residue is purified by silica gel column chromatography (solvent; methylene chloride:methanol=30:1), and recrystallized from ethyl acetate to give 6-[3-(1,3-dimethyl-3-cyclohexylureido)propoxy]carbostyril (2.3 g) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06143763 |
| Source dataset | uspto-grants-2000_11 |
| ORD ID | ord-538431f7e53e4cb299e9d71d87f0aff1 |
| Source note | uspto-grants-2000_11 |