Ethyl Acetate → 5-Amino-4-methylpicolinonitrile
反応式
[CH3:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][N:5]=[C:4]([C:11]#[N:12])[CH:3]=1.C(OCC)(=O)C>[NH4+].[Cl-].[Zn]>[NH2:8][C:7]1[C:2]([CH3:1])=[CH:3][C:4]([C:11]#[N:12])=[N:5][CH:6]=1参加物
5
反応条件
- 温度
- 0 °C
実験手順
4-methyl-5-nitropicolinonitrile (7.0 g, 43 mmol) was suspended in aq. NH4Cl (200 mL) and cooled to 0° C. Zinc was added portionwise for 30 min and stirred for 1 hr. The reaction was added with ethyl acetate (200 mL) and stirred for 2 hrs. The reaction was filtered and the organic layer was taken up, dried over MgSO4, and concentrated over vacuum. The solid was triturated with 50% ethyl acetate in hexane to give 5-amino-4-methylpicolinonitrile in 67% (4.56 g). 1HNMR (CDCl3, 400 MHz) δ 7.98 (s, 1H), 7.21 (s, 1H), 5.42˜5.48 (b, 2H), 2.54 (s, 3H). Exact mass calculated for C7H7N3 133.15. found 134.21 (MH+).
後処理
- stirringstirred for 2 hrs
- filtrationThe reaction was filtered
- dry with materialdried over MgSO4
- concentrationconcentrated over vacuum
- customThe solid was triturated with 50% ethyl acetate in hexane
出典と根拠
- ORDレコード
- ord-e82037b960144d8c91df05c604d7768b
- 出典データセット
- uspto-grants-2013_01
- 特許番号
- US08362248B2
反応ノート
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