Hydrogen Bromide → 4-Bromo-1-(2,4,6-trichlorophenyl)-3-(trifluoromethyl)-1H-pyrazole

HRID 2352415노트

반응식

HRID 2352415 반응식
[Br:1][C:2](=[CH:9]OCC)[C:3](=O)[C:4]([F:7])([F:6])[F:5].[Cl:13][C:14]1[CH:19]=[C:18]([Cl:20])[CH:17]=[C:16]([Cl:21])[C:15]=1[NH:22][NH2:23].Br>C(O)C>[Br:1][C:2]1[C:3]([C:4]([F:5])([F:6])[F:7])=[N:23][N:22]([C:15]2[C:16]([Cl:21])=[CH:17][C:18]([Cl:20])=[CH:19][C:14]=2[Cl:13])[CH:9]=1

참가 물질

5

반응물 3

HCID 260Hydrogen BromideHCID 79234(2,4,6-Trichlorophenyl)hydrazineHCID 37290783-Buten-2-one, 3-bromo-4-ethoxy-1,1,1-trifluoro-

생성물 1

HCID 142741934-Bromo-1-(2,4,6-trichlorophenyl)-3-(trifluoromethyl)-1H-pyrazole수율 30.4%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

2.3 g (0.01 mole) of 3-bromo-4-ethoxy-1,1,1-trifluorobut-3-en-2-one are added to a solution of 4.2 g (0.02 mol) of 2,4,6-trichlorophenyl-hydrazine in 100 ml of ethanol which contains 0.01 mole hydrogen bromide. The mixture is refluxed for 5 hours and then concentrated under reduced pressure, and ice water is added to the residue. Extraction with dichloromethane, washing with saturated sodium chloride solution until neutral, clarification over anhydrous sodium sulphate and concentration gives 4.6 g of a crude product, which is chromatographed on 120 g of silica gel using toluene/petroleum ether (ratio 1:1). 1.2 g of 4-bromo-1-(2,4,6-trichloro-phenyl)-3-trifluoromethylpyrazole of melting point 93°-94° C. (from petroleum ether) are obtained.

후처리

  1. temperatureThe mixture is refluxed for 5 hours
  2. concentrationconcentrated under reduced pressure, and ice water
  3. additionis added to the residue
  4. extractionExtraction with dichloromethane
  5. washwashing with saturated sodium chloride solution until neutral, clarification
  6. concentrationover anhydrous sodium sulphate and concentration
  7. customgives 4.6 g of a crude product, which
  8. customis chromatographed on 120 g of silica gel

출처 및 근거

ORD 기록
ord-e323f4fb137046658e9e11a4e3f5af54
출처 데이터셋
uspto-grants-1989_10
특허 번호
US04876393

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