1,3-Dibromopropane → 1-(3'-Bromopropyl)-5-cyano-3-phenylindazole

HRID 1649079ノート

反応式

HRID 1649079 の反応式
[C:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][N:7]=[C:6]2[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)#[N:2].[H-].[Na+].[Br:20][CH2:21][CH2:22][CH2:23]Br>CN(C)C=O>[Br:20][CH2:21][CH2:22][CH2:23][N:8]1[C:9]2[C:5](=[CH:4][C:3]([C:1]#[N:2])=[CH:11][CH:10]=2)[C:6]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[N:7]1

参加物

5

反応物 3

HCID 80011,3-DibromopropaneHCID 24758Sodium hydrideHCID 130669563-Phenyl-1H-5-indazolecarbonitrile

生成物 1

HCID 130669571-(3'-Bromopropyl)-5-cyano-3-phenylindazole

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

To a solution of 4.2 g of the 5-cyano-3-phenylindazole in 20 ml of dimethylformamide, 0.8 g of 60% sodium hydride was added, and the mixture was stirred for 10 minutes. The mixture was added dropwise to a mixture of 7 ml of 1,3-dibromopropane and 10 ml of dimethylformamide under cooling with ice. The mixture was stirred for 10 minutes at room temperature and extracted with benzene. The extract was washed with water, dried over anhydrous sodium sulfate and concentrated. The residue was subjected to column chromatography on silica gel to produce 3.5 g of 1-(3'-bromopropyl)-5-cyano-3-phenylindazole (recrystallization from ethanol provided a m.p. of 100° to 102° C.).

後処理

  1. temperatureunder cooling with ice
  2. stirringThe mixture was stirred for 10 minutes at room temperature
  3. extractionextracted with benzene
  4. washThe extract was washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-e2ab7fa37fde4270af7ce1b9c4d40436
出典データセット
uspto-grants-1983_11
特許番号
US04415569

反応ノート

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