Cyclopentylhydrazine hydrochloride → HCID 86694313、化合物

HRID 69109

反応式

HRID 69109 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[CH2:9][C:10](=O)[CH3:11])=[C:4]([N+:14]([O-:16])=[O:15])[CH:3]=1.Cl.[CH:18]1([NH:23][NH2:24])[CH2:22][CH2:21][CH2:20][CH2:19]1>C(O)(=O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:23]([CH:18]3[CH2:22][CH2:21][CH2:20][CH2:19]3)[N:24]=[C:10]([CH3:11])[CH:9]=2)=[C:4]([N+:14]([O-:16])=[O:15])[CH:3]=1

参加物

4

反応物 2

HCID 212349Cyclopentylhydrazine hydrochlorideHCID 866943141-(4-Bromo-2-nitrophenyl)butane-1,3-dione

生成物 1

HCID 86694313HCID 86694313、化合物収率 62.9%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
100 °C

実験手順

Under a nitrogen atmosphere, to a solution of 1.0 g of 1-(4-bromo-2-nitrophenyl)butane-1,3-dione in 10 ml of acetic acid was added 501 mg of cyclopentylhydrazine hydrochloride, followed by stirring at 100° C. for 1 hour and 30 minutes. The reaction mixture was concentrated, and to the obtained residue was added ethyl acetate. The solution was washed with a saturated aqueous sodium hydrogen carbonate solution and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and then the residue was purified by silica gel column chromatography (chloroform/methanol) to obtain 770 mg of 5-(4-bromo-2-nitrophenyl)-1-cyclopentyl-3-methyl-1H-pyrazole.

後処理

  1. concentrationThe reaction mixture was concentrated
  2. additionto the obtained residue was added ethyl acetate
  3. washThe solution was washed with a saturated aqueous sodium hydrogen carbonate solution and saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. customthe residue was purified by silica gel column chromatography (chloroform/methanol)

出典と根拠

ORDレコード
ord-a380d65bfdde4e3f8411965e030bc974
出典データセット
uspto-grants-2014_09
特許番号
US08822448B2

関連ノート

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