Sulfuric Acid → 2-(2,6-Difluorophenyl)acetohydrazide

HRID 727836

반응식

HRID 727836 반응식
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[CH2:9][C:10]([OH:12])=O.S(=O)(=O)(O)O.O.[NH2:19][NH2:20]>C(O)C>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[CH2:9][C:10]([NH:19][NH2:20])=[O:12]

참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 24654Hydrazine hydrate (1:1)HCID 1235852,6-Difluorophenylacetic acid

생성물 1

HCID 199075982-(2,6-Difluorophenyl)acetohydrazide

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

70.4 g (0.41 mol) of 2,6-difluorophenylacetic acid, 700 ml of ethanol and 35 ml of concentrated sulphuric acid are heated under reflux for 3 hours. The reaction mixture is then concentrated by evaporation, taken up in dichloromethane and the solution is extracted by shaking in succession with water, 2N sodium carbonate solution and again with water. After drying over magnesium sulphate, the organic phase is concentrated by evaporation. The residue is dissolved in 560 ml of ethanol. After the addition of 30 ml (31 g; 0.62 mol) of hydrazine hydrate, the whole is heated under reflux for 4 days. After cooling, the resulting crystals are filtered off to yield 56.4 g (74% of the theoretical yield) of 2,6-difluorophenylacetic acid hydrazide which melts at 177°-178°.

후처리

  1. temperatureunder reflux for 3 hours
  2. concentrationThe reaction mixture is then concentrated by evaporation
  3. extractionthe solution is extracted
  4. dry with materialAfter drying over magnesium sulphate
  5. concentrationthe organic phase is concentrated by evaporation
  6. dissolutionThe residue is dissolved in 560 ml of ethanol
  7. temperaturethe whole is heated
  8. temperatureunder reflux for 4 days
  9. temperatureAfter cooling
  10. filtrationthe resulting crystals are filtered off
  11. customto yield 56.4 g (74% of the

출처 및 근거

ORD 기록
ord-5775217f908247bcab4ceb1b16638d8e
출처 데이터셋
uspto-grants-1991_09
특허 번호
US05045556

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