反応式
[C:1]([CH2:4][C:5]#[N:6])(=O)[CH3:2].C(N([CH2:12][CH3:13])CC)C.Cl.Cl.[NH2:16][NH2:17]>C(O)C>[CH3:2][C:1]1[C:4]([C:13]2[CH:12]=[CH:5][CH:4]=[CH:1][CH:2]=2)=[C:5]([NH2:6])[NH:17][N:16]=1参加物
5
反応条件
- 温度
- 80 °C
実験手順
To a solution of α-acetylacetonitrile (2 g, 12.6 mmol) in ethanol was added triethylamine (1.05 mL, 7.6 mmol) and hydrazine dihydrochloride (1.6 g, 15.1 mmol). The mixture was heated to 80° C. and stirred for 2 h before cooling to rt. The volatile materials were removed in vacuo. The crude residue was purified by flash chromatography (gradient: 5% methanol in CH2Cl2 to 10% methanol in CH2Cl2) to provide 1.92 g of 3-methyl-4-phenyl-1H-pyrazol-5-amine (11.1 mmol, 88% yield). 1H NMR (400 MHz, CDCl3): δ7.40 (m, 2H), 7.34-7.32 (m, 2H), 7.27-7.23 (m, 1H), 3.71 (br s, 2H), 2.30 (s, 3H); MS (EI) for C10H11N3: 174 (MH+).
後処理
- temperaturebefore cooling to rt
- customThe volatile materials were removed in vacuo
- customThe crude residue was purified by flash chromatography (gradient: 5% methanol in CH2Cl2 to 10% methanol in CH2Cl2)
出典と根拠
- ORDレコード
- ord-f1fb0df0080f49228c2d1bee1cb535e3
- 出典データセット
- uspto-grants-2011_01
- 特許番号
- US07872014B2
関連ノート
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