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

HRID 349657

반응식

HRID 349657 반응식
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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
120 °C

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-c5e3e4baf23b4f81ac13c108ef84a414
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07179912B2

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