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

HRID 1160050

反応式

HRID 1160050 の反応式
[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]

参加物

4

反応物 2

HCID 3310889(4-Nitrophenyl)hydrazineHCID 11096234Phenylbenzylglyoxal

生成物 1

HCID 6804751-(4-nitrophenyl)-3,5-diphenylpyrazole収率 76.2%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-cc5f974fd503400884c4c30e4533d688
出典データセット
uspto-grants-2010_10
特許番号
US07816020B2

関連ノート

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