Chlorosuccinimide → 2-Amino-3-chloro-5-fluorobenzonitrile

HRID 2366323ノート

反応式

HRID 2366323 の反応式
[NH2:1][C:2]1[CH:9]=[CH:8][C:7]([F:10])=[CH:6][C:3]=1[C:4]#[N:5].[Cl:11]N1C(=O)CCC1=O>C(#N)C>[NH2:1][C:2]1[C:9]([Cl:11])=[CH:8][C:7]([F:10])=[CH:6][C:3]=1[C:4]#[N:5]

参加物

4

反応物 2

HCID 31398ChlorosuccinimideHCID 27377042-Amino-5-fluorobenzonitrile

生成物 1

HCID 668017282-Amino-3-chloro-5-fluorobenzonitrile収率 100%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
80 °C

実験手順

To a solution of 2-amino-5-fluorobenzonitrile (9.90 g, 72.8 mmol) in acetonitrile (200 mL) was added N-chlorosuccinimide (10.7 g, 80.1 mmol) in several portions. The reaction mixture was heated at 80° C. for 16 hours, then cooled and concentrated to approximately 100 mL under reduced pressure. The residue was poured into water (1 L), and the resultant precipitate was filtered, washed with water and dried (50° C. under vacuum) to give the title compound as a light brown solid (12.37 g, 100%). 1H NMR (300 MHz, CDCl3): δ 7.27 (dd, J=7.9, 2.9 Hz, 1H), 7.09 (dd, J=7.9, 2.9 Hz, 1H), 4.69 (br s, 2H).

後処理

  1. temperaturecooled
  2. concentrationconcentrated to approximately 100 mL under reduced pressure
  3. additionThe residue was poured into water (1 L)
  4. filtrationthe resultant precipitate was filtered
  5. washwashed with water
  6. customdried (50° C. under vacuum)

出典と根拠

ORDレコード
ord-b60f57cc6c3c4217a1e9ec18fe3d0cd3
出典データセット
uspto-grants-2014_04
特許番号
US08697708B2

反応ノート

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