Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | HCID 15921594 | HCID 15921594 | — |
| Reactant | HCID 20563575 | HCID 20563575 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 15572903 | HCID 15572903 | — |
Reaction Steps
2.6 Grams of 6-(3-carboxy-2-methylpropoxy)-carbostyril and 1.4 g of potassium carbonate are added to 50 ml of dimethylformamide, followed by dropwise addition of 1.1 ml of isobutyl chloroformate under external ice cooling and agitation while maintaining the internal temperature at 10° to 20° C. After this dropwise addition, the mixture is agitated at 30° to 40° C. for 2 hours and then added with 1.6 ml of N-methyl-2-methylcyclohexylamine, followed by additional 2-hour agitation at the same temperature. The reaction solution is poured into 200 ml of saturated NaCl solution and the precipitated crystals are filtered out and washed with water. The obtained crude crystals are recrystallized from benzene-ligroin to obtain 0.9 g of 6-{3-[N-methyl-N-(2-methylcyclohexyl)-aminocarbonyl]-2-methylpropoxy}carbostyril in the form of colorless needle-like crystals. m.p., 146°-149° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04298739 |
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| Source dataset | uspto-grants-1981_11 |
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| ORD ID | ord-7ab43ad42fc545de9a9000a7d4fb22ff |
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| Source note | uspto-grants-1981_11 |
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