N-bromobutanimide → HCID 9835913、化合物

HRID 1934785ノート

反応式

HRID 1934785 の反応式
[C:1]([N:3]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[CH2:7][CH2:6][C:5]2[CH:14]=[CH:15][CH:16]=[CH:17][C:4]1=2)#[N:2].[Br:18]N1C(=O)CCC1=O>C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.C(Cl)(Cl)(Cl)Cl>[C:1]([N:3]1[C:4]2[CH:17]=[CH:16][CH:15]=[CH:14][C:5]=2[CH:6]([Br:18])[CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]1=2)#[N:2]

参加物

5

反応物 2

HCID 67184N-bromobutanimideHCID 1116033810,11-Dihydro-5H-dibenzo[b,f]azepine-5-carbonitrile

生成物 1

HCID 9835913HCID 9835913、化合物収率 91.4%

試薬・触媒・溶媒 2

HCID 7187Benzoyl Peroxide触媒HCID 5943Carbon Tetrachloride溶媒

反応条件

温度
2.5 °C

実験手順

6.60 g (0.030 mols) of 5-cyano-10,11-dihydro-5H-dibenz[b,f]-azepine (I) are stirred at 50° C. with 50 ml of CCl4. The fluid suspension is added under stirring with 5.6 g (0.0315 mols) of N-bromosuccinimide of purity above 98%, then with 0.37 g (0.0015 mols) of dibenzoylperoxide. Temperature is raised to mild reflux and the mixture is stirred for a further 55 minutes controlling the formed foam, then cooled and solvent is evaporated off. The residue is suspended in toluene (15 ml) at 80° C. for 20 minutes, filtered, the solution is cooled at 0-5° C. for 1 hour, to obtain 8.2 g (83%) of 5-cyano-10-bromo-10,11-dihydro-5H-dibenz[b,f]azepine (II), m.p. 132-9 (with decomposition).

後処理

  1. additionThe fluid suspension is added
  2. temperatureTemperature is raised
  3. temperatureto mild reflux
  4. temperaturecooled
  5. customsolvent is evaporated off
  6. waitThe residue is suspended in toluene (15 ml) at 80° C. for 20 minutes
  7. filtrationfiltered

出典と根拠

ORDレコード
ord-fbc9f8dfb17f42e088c6f9aefe52dea6
出典データセット
uspto-grants-2002_05
特許番号
US06384217B1

反応ノート

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