Water → 5-(4-Methylpiperazin-1-yl)-2-nitroaniline

HRID 884406

反応式

HRID 884406 の反応式
Cl[C:2]1[CH:3]=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([NH2:8])[CH:7]=1.[CH3:12][N:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH3:12][N:13]1[CH2:18][CH2:17][N:16]([C:2]2[CH:3]=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([NH2:8])[CH:7]=2)[CH2:15][CH2:14]1

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 531671-MethylpiperazineHCID 742185-Chloro-2-nitroaniline

生成物 1

HCID 27600345-(4-Methylpiperazin-1-yl)-2-nitroaniline収率 54.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
120 °C

実験手順

A mixture of 5-chloro-2-nitrophenylamine (2.5 g, 14 mmol), 1-methylpiperizine (3.2 mL, 30 mmol), and potassium carbonate (K2CO3) (2.0 g, 14 mmol) in dimethylformamide (DMF) (20 mL) was stirred at 120° C. for 18 h. The reaction mixture was cooled to room temperature and poured into water (150 mL). The precipitated crude product was collected by filtration, dried in vacuo, and purified by recrystallization from ethyl acetate (EtOAc) (75 mL) to yield yellow-green crystals (1.8 g, 54%). See, J. Med. Chem., 39:997 (1996).

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customThe precipitated crude product
  3. filtrationwas collected by filtration
  4. customdried in vacuo
  5. custompurified by recrystallization from ethyl acetate (EtOAc) (75 mL)

出典と根拠

ORDレコード
ord-c3239f7950ef4095aac97de3572ff317
出典データセット
uspto-grants-2012_08
特許番号
US08242115B2

関連ノート

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