Water → 3-Methyl-4-(piperazin-1-yl)benzonitrile

HRID 874534노트

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HRID 874534 반응식
F[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[CH3:10].[NH:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1.O>CS(C)=O>[CH3:10][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:2]=1[N:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)[C:6]#[N:7]

참가 물질

5

반응물 3

HCID 962WaterHCID 4837PiperazineHCID 27791804-Fluoro-3-methylbenzonitrile

생성물 1

HCID 600511423-Methyl-4-(piperazin-1-yl)benzonitrile수율 69.6%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

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온도
140 °C

실험 절차

To a solution of 4-fluoro-3-methylbenzonitrile (2.5 g, 18.50 mmol) in DMSO (Volume: 10.0 mL) was added piperazine (7.97 g, 92 mmol) at 23° C. The reaction was stirred at 140° C. for 16 hr. The reaction mixture was poured into H2O (100 mL) and the reaction vessel was rinsed with H2O (50 mL). The resulting suspension was filtered, rinsed with H2O (3×10 mL) and the resulting solid was dried in vacuo to provide 3-methyl-4-(piperazin-1-yl)benzonitrile (2.593 g, 12.88 mmol, 69.6% yield) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 2.21-2.30 (m, 3 H) 2.57-2.70 (m, 1 H) 2.83 (s, 8 H) 7.03-7.09 (m, 1 H) 7.55-7.62 (m, 2 H). ESI-MS: m/z 202.1 (M+H)1. mp=214.1-231.2° C.

후처리

  1. washthe reaction vessel was rinsed with H2O (50 mL)
  2. filtrationThe resulting suspension was filtered
  3. washrinsed with H2O (3×10 mL)
  4. customthe resulting solid was dried in vacuo

출처 및 근거

ORD 기록
ord-1a3d34a62a774ba4b8e46c2c122399db
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08980902B2

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