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

HRID 2352415ノート

反応式

HRID 2352415 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e323f4fb137046658e9e11a4e3f5af54
出典データセット
uspto-grants-1989_10
特許番号
US04876393

反応ノート

読み込み中…