Sulfuric Acid → 3-Bromo-2,4,5-trifluorobenzamide

HRID 1761646ノート

反応式

HRID 1761646 の反応式
[Br:1][C:2]1[C:3]([F:12])=[C:4]([CH:7]=[C:8]([F:11])[C:9]=1[F:10])[C:5]#[N:6].S(=O)(=O)(O)[OH:14]>>[Br:1][C:2]1[C:3]([F:12])=[C:4]([CH:7]=[C:8]([F:11])[C:9]=1[F:10])[C:5]([NH2:6])=[O:14]

参加物

3

反応物 2

HCID 1118Sulfuric AcidHCID 137488003-Bromo-2,4,5-trifluorobenzonitrile

生成物 1

HCID 137488013-Bromo-2,4,5-trifluorobenzamide

反応条件

温度
100 °C

実験手順

A mixture of 3-bromo-2,4,5-trifluorobenzonitrile (13.9 g) in concentrated sulfuric acid (8 ml) was heated for 20 minutes on an oil bath (100° C.), poured into ice water (350 ml). The resulting precipitate was collected by filtration and washed with water. The filtrate and washings were extracted 3 times with dichloromethane. The dichloromethane layer was washed with water saturated with sodium chloride, dried over anhydrous sodium sulfate and concentrated to give the residue. The combined mixture of the precipitate obtained previously and the residue was purified by silica gel chromatography eluting with dichloromethane dichloromethane:methanol (10:1) to give 3-bromo-2,4,5-trifluorobenzamide (8.7 g).

後処理

  1. filtrationThe resulting precipitate was collected by filtration
  2. washwashed with water
  3. extractionThe filtrate and washings were extracted 3 times with dichloromethane
  4. washThe dichloromethane layer was washed with water saturated with sodium chloride
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated
  7. customto give the residue
  8. additionThe combined mixture of the precipitate
  9. customobtained previously
  10. customthe residue was purified by silica gel chromatography
  11. washeluting with dichloromethane dichloromethane:methanol (10:1)

出典と根拠

ORDレコード
ord-6418886651e94d158452401095f6e579
出典データセット
uspto-grants-1989_05
特許番号
US04826982

反応ノート

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