HCID 91659208、化合物 → 2-Amino-4-bromo-5-chlorobenzamide

HRID 588906ノート

反応式

HRID 588906 の反応式
[Br:1][C:2]1[C:10]([Cl:11])=[CH:9][C:5]([C:6]([NH2:8])=[O:7])=[C:4]([N+:12]([O-])=O)[CH:3]=1>CC(O)=O.O.[Fe]>[NH2:12][C:4]1[CH:3]=[C:2]([Br:1])[C:10]([Cl:11])=[CH:9][C:5]=1[C:6]([NH2:8])=[O:7]

参加物

5

反応物 1

HCID 91659208HCID 91659208、化合物

生成物 1

HCID 916592092-Amino-4-bromo-5-chlorobenzamide収率 97%

試薬・触媒・溶媒 3

HCID 23925Iron触媒HCID 176Acetic Acid溶媒HCID 962Water溶媒

反応条件

温度
70 °C

実験手順

To a solution of 4-bromo-5-chloro-2-nitrobenzamide (900 mg, 3.2 mmol) in AcOH (20 mL) and water (5 mL) at 70° C., Fe powder (900 mg, 16.1 mmol) was added and the resulting mixture was stirred at 70° C. for 1 h. The mixture was allowed to cool to RT and poured into ice-water. The precipitate was collected by filtration and rinsed with water. This crude product was dissolved with ethyl acetate and filtered. The filtrate was washed with saturated NaHCO3 solution and brine. The organic layer was dried over MgSO4, filtered, and concentrated in vacuo to afford the desired product (770 mg, 97% yield). ESI-MS m/z: 250.1[M+H]+.

後処理

  1. temperatureto cool to RT
  2. filtrationThe precipitate was collected by filtration
  3. washrinsed with water
  4. dissolutionThis crude product was dissolved with ethyl acetate
  5. filtrationfiltered
  6. washThe filtrate was washed with saturated NaHCO3 solution and brine
  7. dry with materialThe organic layer was dried over MgSO4
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-3ea1f7c3684347c8a336edfcfdd72eb3
出典データセット
uspto-grants-2016_01
特許番号
US09227978B2

反応ノート

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