N-(3-benzhydroxypropyl)piperazine → N-[5-[3,4-di(beta-methoxyethoxy)phenyl)-2,4-pentadienoyl]-N'-(3-benzhydroxypropyl)piperazine

HRID 652970ノート

反応式

HRID 652970 の反応式
[CH:1]([O:14][CH2:15][CH2:16][CH2:17][N:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.COCCO[CH2:29][O:30][C:31]1[CH:32]=[C:33]([CH:44]=[CH:45][CH:46]=[CH:47][C:48](N2CCSC2=S)=[O:49])[CH:34]=[CH:35][C:36]=1[O:37][CH2:38]OCCOC>O1CCCC1>[CH3:29][O:30][CH2:31][CH2:29][O:30][C:31]1[CH:32]=[C:33]([CH:44]=[CH:45][CH:46]=[CH:47][C:48]([N:21]2[CH2:22][CH2:23][N:18]([CH2:17][CH2:16][CH2:15][O:14][CH:1]([C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH2:19][CH2:20]2)=[O:49])[CH:34]=[CH:35][C:36]=1[O:37][CH2:38][CH2:36][O:37][CH3:38]

参加物

4

反応物 2

HCID 22110970N-(3-benzhydroxypropyl)piperazineHCID 54009022N-[5-[3,4-di(beta-methoxyethoxymethoxy)phenyl]2,4-pentadienoyl]thiazolidine-2-thione

生成物 1

HCID 86741623N-[5-[3,4-di(beta-methoxyethoxy)phenyl)-2,4-pentadienoyl]-N'-(3-benzhydroxypropyl)piperazine収率 160%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of 650 mg (1.2 mmol) of N-(3-benzhydroxypropyl)piperazine in dry tetrahydrofuran (5 ml) was added a solution of 966 mg (2.0 mmol) of N-[5-[3,4-di(β-methoxyethoxymethoxy)phenyl]2,4-pentadienoyl]thiazolidine-2-thione in dry tetrahydrofuran (6 ml), and the mixture was reacted at room temperature for 14 hours. The reaction mixture was concentrated by evaporation under reduced pressure, diluted with chloroform and washed, in turn, with 2N aqueous solution of sodium hydroxide and water. The organic layer was dried over anhydrous sodium sulfate and concentrated by evaporation under reduced pressure. The residue was subjected to silica gel column chromatography, eluted with 1% methanol in chloroform, to give 1.09 g (1.6 mmol) of N-[5-[3,4-di(β-methoxyethoxy)phenyl)-2,4-pentadienoyl]-N'-(3-benzhydroxypropyl)piperazine.

後処理

  1. customthe mixture was reacted at room temperature for 14 hours
  2. concentrationThe reaction mixture was concentrated by evaporation under reduced pressure
  3. additiondiluted with chloroform
  4. washwashed, in turn, with 2N aqueous solution of sodium hydroxide and water
  5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  6. concentrationconcentrated by evaporation under reduced pressure
  7. washeluted with 1% methanol in chloroform

出典と根拠

ORDレコード
ord-277f7cbccc2349f5bf2662ecff3387d9
出典データセット
uspto-grants-1987_06
特許番号
US04673684

反応ノート

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