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

HRID 44321ノート

反応式

HRID 44321 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
140 °C

実験手順

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)+. mp=214.1-231.2° C.

後処理

  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

出典と根拠

ORDレコード
ord-1314636b1c7e4c85a08a0d0372ffda1f
出典データセット
uspto-grants-2013_09
特許番号
US08541417B2

反応ノート

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