Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-(4-Aminobutyl)-4-(diphenylmethyl)piperazine | HCID 13956993 | — |
| Reactant | HCID 178524716 | HCID 178524716 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 178523336 | HCID 178523336 | 41.3% |
Reaction Steps
N,N'-Carbonyldiimidazole (1.2 g) is added to a solution of 4,5-dihydroxyquinoline-3-carboxylic acid (0.7 g), which is prepared according to the method described in Japanese Patent First Publication No. 65874/1981, in dry dimethyl sulfoxide (30 ml) and the mixture is stirred at room temperature for 30 minutes. 4-(4-Diphenylmethyl-1-piperazinyl)butylamine (2.2 g) is added to the reaction mixture and the mixture is stirred at room temperature for 6 hours, and thereto is added water (about 200 ml), and the mixture is extracted with chloroform. The organic layer is dried over anhydrous magnesium sulfate and the solvent is distilled off. The residue is subjected to silica gel column chromatography, followed by elution with chloroform - methanol (30 : 1). The obtained crystals are recrystallized from isopropyl alcohol to give the desired compound (0.72 g). m.p. 215° to 218° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04965266 |
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| Source dataset | uspto-grants-1990_10 |
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| ORD ID | ord-a142bd64f53347f9ab9ce5ff40d1c648 |
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| Source note | uspto-grants-1990_10 |
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