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Chlorosuccinimide → 2,3,4-Trichloro-6-nitrobenzenamine

HRID 1532591
ノート
印刷プレビュー

反応式

HRID 1532591 の反応式
[Cl:1][C:2]1[C:8]([Cl:9])=[CH:7][C:5]([NH2:6])=[C:4]([N+:10]([O-:12])=[O:11])[CH:3]=1.[Cl:13]N1C(=O)CCC1=O>CN(C)C=O>[Cl:13][C:7]1[C:8]([Cl:9])=[C:2]([Cl:1])[CH:3]=[C:4]([N+:10]([O-:12])=[O:11])[C:5]=1[NH2:6]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 31398ChlorosuccinimideHCID 811494,5-Dichloro-2-nitroaniline

生成物 1

HCID 107052972,3,4-Trichloro-6-nitrobenzenamine収率 99.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

4,5-Dichloro-2-nitroaniline (15.2 g, 73.2 mmol), N-chlorosuccinimide (12.2 g, 91.6 mmol) and N,N-dimethylformamide (150 mL) were combined and the resulting orange solution was heated to 100° C. for 1 h. The solution was allowed to cool to room temperature and was poured into a flask containing ice water (1.2 L). The yellow solid was collected and was dissolved in dichloromethane (1.5 L), resulting in two-phases. The organic layer was collected and was dried over magnesium sulfate, filtered and the solvents were removed under reduced pressure by rotary evaporation to leave 17.6 g (98%) of a yellow solid. MS (Cl): m/z 239.

後処理

  1. temperatureto cool to room temperature
  2. additionwas poured into a flask
  3. customThe yellow solid was collected
  4. dissolutionwas dissolved in dichloromethane (1.5 L)
  5. customresulting in two-phases
  6. customThe organic layer was collected
  7. dry with materialwas dried over magnesium sulfate
  8. filtrationfiltered
  9. customthe solvents were removed under reduced pressure by rotary evaporation

出典と根拠

ORDレコード
ord-b438bcc66596454db4e92b301b647edf
出典データセット
uspto-grants-2001_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06204249B1

反応ノート

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