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

HRID 1761646노트

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HRID 1761646 반응식
[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]

참가 물질

3

반응물 2

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

생성물 1

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

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온도
100 °C

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-6418886651e94d158452401095f6e579
출처 데이터셋
uspto-grants-1989_05
특허 번호
US04826982

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