Hydrochloric Acid → 1-(3,4-Dichlorophenyl)-1H-pyrazol-3-amine

HRID 1669531노트

반응식

HRID 1669531 반응식
[Na].Cl.[Cl:3][C:4]1[CH:5]=[C:6]([NH:11][NH2:12])[CH:7]=[CH:8][C:9]=1[Cl:10].[CH2:13]([O:15][C:16](=[CH2:19])[C:17]#[N:18])[CH3:14].Cl.[OH-].[Na+:22]>C(O)C.O>[O-:15][CH2:13][CH3:14].[Na+:22].[Cl:3][C:4]1[CH:5]=[C:6]([N:11]2[CH:19]=[CH:16][C:17]([NH2:18])=[N:12]2)[CH:7]=[CH:8][C:9]=1[Cl:10]

참가 물질

9

반응물 5

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 3084323(3,4-Dichlorophenyl)hydrazine monohydrochlorideHCID 5360545SodiumHCID 123499402-Ethoxyprop-2-enenitrile

생성물 2

HCID 2723922Sodium ethoxideHCID 234642861-(3,4-Dichlorophenyl)-1H-pyrazol-3-amine수율 88%

시약·촉매·용매 2

HCID 702Ethanol용매2회HCID 962Water용매

실험 절차

A solution of sodium ethoxide in ethanol was prepared by dissolving sodium (0.5 g, 21.9 mmol) in ethanol (25 ml) in a dry nitrogen atmosphere and 3,4-dichlorophenylhydrazine hydrochloride (1.85 g, 8 mmol) was added. The mixture was warmed to reflux for 45 min. with stirring, then cooled to room temperature and ethoxyacrylonitrile (1.4 g, 14 mmol) added and warmed again to reflux for 24 hours. The reaction mixture was cooled to room temperature and followed by addition of water (7 ml) and 6N HCl to adjust the pH to ˜2. The resulting aqueous-ethanolic solution was stirred at room temperature for 3 hours, treated with 10% aq. NaOH to a pH 7-8 and stirred overnight. A red colour solid appeared and it was filtered, washed with water and dried to give 1-(3,4-dichlorophenyl)-1H-pyrazol-3-amine (1.57 g, 88% yield)

후처리

  1. additionwas added
  2. temperatureThe mixture was warmed
  3. temperatureto reflux for 45 min.
  4. temperaturewarmed again
  5. temperatureto reflux for 24 hours
  6. temperatureThe reaction mixture was cooled to room temperature
  7. stirringThe resulting aqueous-ethanolic solution was stirred at room temperature for 3 hours
  8. stirringstirred overnight
  9. filtrationit was filtered
  10. washwashed with water
  11. customdried

출처 및 근거

ORD 기록
ord-d913ae75eefa483292ea0f15c4063f18
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07989485B2

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