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1-(Ethanesulfonyl)piperazine → 4-(Ethylsulfonyl)-N-(6-methoxy-4-methyl-8-quinolinyl)-1-piperazinehexan-amine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1-(Ethanesulfonyl)piperazine | HCID 415294 | — |
| 反応物 | N-[6-Chlorohexyl]-6-methoxy-4-methyl-8-quinolinamine | HCID 608631 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 4-(Ethylsulfonyl)-N-(6-methoxy-4-methyl-8-quinolinyl)-1-piperazinehexan-amine | HCID 13077549 | 68.2% |
反応手順
A mixture of 1.5 g. (0.0049 mole) of N-(6-chlorohexyl)-6-methoxy-4-methyl-8-quinolinamine and 2.7 g (0.015 mole) of 1-(ethylsulfonyl)-piperazine was heated at 130° for 50 min, allowed to cool and taken up in dichloromethane and water. The organic layer was washed again, dried, and concentrated to dryness in vacuo. The residue was chromatographed over 70 g of silica gel first with ethyl acetate and then with 2% methanol in ethyl acetate. The eluant containing product, Rf(silica--ethyl acetate)=0.05, was concentrated to dryness in vacuo. Recrystallization of the residue from 2-propanol afforded 1.5 g (68%) of the title compound, mp 72°-74°.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04659708 |
| 出典データセット | uspto-grants-1987_04 |
| ORD ID | ord-6f7c61972ac14997be44619fa524bffa |
| 出典メモ | uspto-grants-1987_04 |