Water → N-[6-Chlorohexyl]-6-methoxy-4-methyl-8-quinolinamine

HRID 542852ノート

反応式

HRID 542852 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[C:11]([NH:13][CH:14](O)[CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[CH:12]=1)[N:9]=[CH:8][CH:7]=[C:6]2[CH3:21].S(Cl)([Cl:24])=O.O.[OH-].[NH4+]>ClCCl>[Cl:24][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][NH:13][C:11]1[CH:12]=[C:3]([O:2][CH3:1])[CH:4]=[C:5]2[C:10]=1[N:9]=[CH:8][CH:7]=[C:6]2[CH3:21]

参加物

6

反応物 4

HCID 962WaterHCID 14923Ammonium HydroxideHCID 24386Thionyl ChlorideHCID 86741428HCID 86741428、化合物

生成物 1

HCID 608631N-[6-Chlorohexyl]-6-methoxy-4-methyl-8-quinolinamine収率 96%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a stirred solution of 7.8 g (0.027 mole) of 6-[(6-methoxy-4-methyl-8-quinolinyl)amino-1-hexanol in 90 ml of dichloromethane at 5° was added dropwise a solution of 1.9 ml (0.03 mole) of thionylchloride in 25 ml of dichloromethane. The mixture was allowed to warm to room temperature overnight, poured into iced water, and made basic with concentrated ammonium hydroxide. The resulting emulsion was filtered and the layers then separated. The organic portion was washed, dried, and concentrated to afford 7.9 g (96%) of crude product which was used in the next step without further purification. TLC(silica--thyl acetate) indicated that the product, Rf=0.65, was slightly contaminated with the starting hexanol, Rf=0.4.

後処理

  1. filtrationThe resulting emulsion was filtered
  2. customthe layers then separated
  3. washThe organic portion was washed
  4. customdried
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-e7c025f4b11c41b3b07cdfe3e7f0cba7
出典データセット
uspto-grants-1987_04
特許番号
US04659708

反応ノート

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