Azobisisobutyronitrile → HCID 59451576, 화합물

HRID 1874783

반응식

HRID 1874783 반응식
[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

참가 물질

5

반응물 3

HCID 6547Azobisisobutyronitrile2회HCID 67184N-bromobutanimide2회HCID 594516403-Chloro-5-(6-chloro-2-fluoro-3-methylphenoxy)benzonitrile

생성물 1

HCID 59451576HCID 59451576, 화합물수율 79%

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-81e8ca9c30bc451ca73ed26f2a9a8f00
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08304419B2

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