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Water → 9-Bromo-5-methyl-4-oxo-3-phenyl-3,5-dihydro-4H-pyridazino[4,5-b]indole-1-acetonitrile

HRID 1384820
ノート
印刷プレビュー

反応式

HRID 1384820 の反応式
[Br:1][C:2]1[C:3]2[C:4]3[C:15]([CH2:16]Br)=[N:14][N:13]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)[C:12](=[O:24])[C:5]=3[N:6]([CH3:11])[C:7]=2[CH:8]=[CH:9][CH:10]=1.[C-:25]#[N:26].[Na+].O>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.ClCCl>[Br:1][C:2]1[C:3]2[C:4]3[C:15]([CH2:16][C:25]#[N:26])=[N:14][N:13]([C:18]4[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=4)[C:12](=[O:24])[C:5]=3[N:6]([CH3:11])[C:7]=2[CH:8]=[CH:9][CH:10]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 962WaterHCID 8929Sodium CyanideHCID 211837479-Bromo-1-(bromomethyl)-5-methyl-3-phenyl-3,5-dihydro-4H-pyridazino[4,5-b]indol-4-one

生成物 1

HCID 211837399-Bromo-5-methyl-4-oxo-3-phenyl-3,5-dihydro-4H-pyridazino[4,5-b]indole-1-acetonitrile収率 99.3%

試薬・触媒・溶媒 2

HCID 74236Tetrabutylammonium Bromide触媒
HCID 6344
Dichloromethane
溶媒

実験手順

A solution of 6.4 g (14.3 mmol) of 9-bromo-1-(bromomethyl)-5-methyl-3-phenyl-3,5-dihydro-4H-pyridazino[4,5-b]indol-4-one, of 3.6 g (73 mmol) of sodium cyanide and of 0.57 g (1 mmol) of tetrabutylammonium bromide in a mixture of 170 ml of dichloromethane and of 85 ml of water is heated at reflux for 3 h with mechanical stirring. Separation is carried out by settling and the reaction mixture is extracted with dichloromethane. The organic phase is washed with water and dried over sodium sulphate and the solvent is evaporated under reduced pressure. 5.6 g (14.2 mmol) of product are obtained, which product is used as is in the following stage.

後処理

  1. temperatureat reflux for 3 h with mechanical stirring
  2. customSeparation
  3. extractionthe reaction mixture is extracted with dichloromethane
  4. washThe organic phase is washed with water
  5. dry with materialdried over sodium sulphate
  6. customthe solvent is evaporated under reduced pressure

出典と根拠

ORDレコード
ord-3883ee2d14b84014aee42e05a8dd198d
出典データセット
uspto-grants-2001_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06262045B1

反応ノート

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