Azobisisobutyronitrile → HCID 59451576、化合物

HRID 1874783

反応式

HRID 1874783 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([O:10][C:11]2[C:16]([Cl:17])=[CH:15][CH:14]=[C:13]([CH3:18])[C:12]=2[F:19])[CH:9]=1)[C:5]#[N:6].C1C(=O)N([Br:27])C(=O)C1.CC(N=NC(C#N)(C)C)(C#N)C>C(Cl)(Cl)(Cl)Cl>[Br:27][CH2:18][C:13]1[C:12]([F:19])=[C:11]([O:10][C:8]2[CH:7]=[C:4]([CH:3]=[C:2]([Cl:1])[CH:9]=2)[C:5]#[N:6])[C:16]([Cl:17])=[CH:15][CH:14]=1

参加物

5

反応物 3

HCID 6547Azobisisobutyronitrile2 回HCID 67184N-bromobutanimide2 回HCID 594516403-Chloro-5-(6-chloro-2-fluoro-3-methylphenoxy)benzonitrile

生成物 1

HCID 59451576HCID 59451576、化合物収率 79%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

3-Chloro-5-[(6-chloro-2-fluoro-3-methylphenyl)oxy]benzonitrile (1.8 g, 6.1 mmol) was dissolved in CCl4 (200 mL). NBS (1.2 g, 6.7 mmol) and AIBN (0.63 g, 3.8 mmol) were added and the reaction mixture was placed in oil bath at 85° C. and stirred for 4 h. The reaction was monitored by TLC and more AIBN and NBS were added as necessary. The reaction was cooled, filtered and the solid washed with CCl4. The solvent was evaporated. Purification was accomplished by column chromatography (hexane/EtOAc eluent) to afford the title compound (1.8 g, 79%) as a solid. 1H NMR (400 MHz, DMSO-d6): δ ppm 7.81 (s, 1H), 7.49-7.59 (m, 3H), 7.47 (d, 1H), 4.73 (s, 2H). GC-MS, 372.9 (M).

後処理

  1. customthe reaction mixture was placed in oil bath at 85° C.
  2. additionwere added as necessary
  3. temperatureThe reaction was cooled
  4. filtrationfiltered
  5. washthe solid washed with CCl4
  6. customThe solvent was evaporated
  7. customPurification

出典と根拠

ORDレコード
ord-81e8ca9c30bc451ca73ed26f2a9a8f00
出典データセット
uspto-grants-2012_11
特許番号
US08304419B2

関連ノート

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