Water → 1-(4-aminosulphonylphenyl)-4,5-dihydro-5-phenyl-5-methyl-3-trifluoromethyl-1H-pyrazole

HRID 276139

반응식

HRID 276139 반응식
[F:1][C:2]([F:16])([F:15])[C:3](=O)/[CH:4]=[C:5](\[CH3:13])/[C:6]1[CH:11]=[CH:10][C:9](C)=[CH:8][CH:7]=1.[NH2:17][S:18]([C:21]1[CH:26]=[CH:25][C:24]([NH:27][NH2:28])=[CH:23][CH:22]=1)(=[O:20])=[O:19].N1CCCCC1.O>C(O)C>[NH2:17][S:18]([C:21]1[CH:22]=[CH:23][C:24]([N:27]2[C:5]([C:6]3[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=3)([CH3:13])[CH2:4][C:3]([C:2]([F:1])([F:15])[F:16])=[N:28]2)=[CH:25][CH:26]=1)(=[O:20])=[O:19]

참가 물질

6

반응물 4

HCID 962WaterHCID 8082PiperidineHCID 78105p-HydrazinobenzenesulphonamideHCID 15484795HCID 15484795, 화합물

생성물 1

HCID 99519581-(4-aminosulphonylphenyl)-4,5-dihydro-5-phenyl-5-methyl-3-trifluoromethyl-1H-pyrazole

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

In a flask with an inert atmosphere (E)-1,1,1-trifluoro-4-methyl-4-(4-methylphenyl)-3-butene-2-one (1.75 g, 8.2 mmoles), 4-(aminosulphonyl)phenylhydrazine chlorohydrate (2 g, 9 mmoles) and piperidine (0.85 g, 10 mmoles) are added, dissolved in 100 ml of ethanol, and heated under reflux for 5.5 hours. The mixture is cooled, the solvent eliminated with a rotovapor, water added to the residue and the solution extracted with AcOEt. The organic phase is washed with water, dried over anhydrous sodium sulphate and evaporated to dryness. The crude product is purified using column chromatography through silica gel under pressure, eluting with AcOEt-petrol ether (4:6) obtaining 1-(4-aminosulphonylphenyl)-4,5-dihydro-5-phenyl-5-methyl-3-trifluoromethyl-1H-pyrazole in the form of a white solid (1.46 g, yield: 47%) with a

후처리

  1. temperatureheated
  2. temperatureunder reflux for 5.5 hours
  3. temperatureThe mixture is cooled
  4. additionadded to the residue
  5. extractionthe solution extracted with AcOEt
  6. washThe organic phase is washed with water
  7. dry with materialdried over anhydrous sodium sulphate
  8. customevaporated to dryness
  9. customThe crude product is purified
  10. washeluting with AcOEt-petrol ether (4:6)

출처 및 근거

ORD 기록
ord-ae3af41bb47f499487602c6b579445f8
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06353117B1

연결된 노트

불러오는 중…