(4-Nitrophenyl)hydrazine → 1-(4-Nitrophenyl)-3,5-diphenylpyrazole

HRID 1160050

반응식

HRID 1160050 반응식
[C:1]1([C:7](=O)[C:8](=O)[CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N+:18]([C:21]1[CH:26]=[CH:25][C:24]([NH:27][NH2:28])=[CH:23][CH:22]=1)([O-:20])=[O:19]>C1(C)C=CC=CC=1>[N+:18]([C:21]1[CH:22]=[CH:23][C:24]([N:27]2[C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)=[CH:8][C:9]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)=[N:28]2)=[CH:25][CH:26]=1)([O-:20])=[O:19]

참가 물질

4

반응물 2

HCID 3310889(4-Nitrophenyl)hydrazineHCID 11096234Phenylbenzylglyoxal

생성물 1

HCID 6804751-(4-Nitrophenyl)-3,5-diphenylpyrazole수율 76.2%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

In a 500-ml four-necked flask were placed 22.4 g (0.10 mole) of 1,3-diphenylpropanedione, 20.0 g (0.13 mole) of p-nitrophenylhydrazine, and 200.7 g of toluene. The mixture was then heated under reflux with stirring for three hours. Upon completion of the reaction, the reaction mixture was cooled to room temperature and a solid was recovered by filtration. The filtrate was concentrated under reduced pressure to dryness. The residue was purified by reslurrying by adding 300 ml of methanol. Thereafter, the residue was cooled to room temperature and a solid was recovered by filtration. The solid was washed with methanol and dried under reduced pressure to give 26.0 g of 1-(p-nitrophenyl)-3,5-diphenylpyrazole.

후처리

  1. customIn a 500-ml four-necked flask were placed
  2. temperatureThe mixture was then heated
  3. temperatureunder reflux
  4. customUpon completion of the reaction
  5. filtrationa solid was recovered by filtration
  6. concentrationThe filtrate was concentrated under reduced pressure to dryness
  7. customThe residue was purified
  8. additionby adding 300 ml of methanol
  9. temperatureThereafter, the residue was cooled to room temperature
  10. filtrationa solid was recovered by filtration
  11. washThe solid was washed with methanol
  12. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-cc5f974fd503400884c4c30e4533d688
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07816020B2

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