Dimethylcarbamoyl Chloride → 5-Methoxy-6-methylpicolinonitrile

HRID 398253

反応式

HRID 398253 の反応式
[CH3:1][O:2][C:3]1[C:4]([CH3:10])=[N+:5]([O-])[CH:6]=[CH:7][CH:8]=1.[C:11]([Si](C)(C)C)#[N:12].CN(C)C(Cl)=O>ClCCl>[C:11]([C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[C:4]([CH3:10])[N:5]=1)#[N:12]

参加物

5

反応物 3

HCID 6598Dimethylcarbamoyl ChlorideHCID 82115Trimethylsilyl cyanideHCID 122140163-Methoxy-2-methylpyridine 1-oxide

生成物 1

HCID 230024175-Methoxy-6-methylpicolinonitrile収率 11.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution obtained by dissolving 3-methoxy-2-methyl-pyridine-N-oxide (1.57 g, 11.3 mmol) in 30 ml of dichloromethane were added cyanotrimethylsilane (1.12 g, 11.3 mmol) and dimethylcarbamoyl chloride (1.21 g, 11.3 mmol), followed by stirring at room temperature for 9 days. The reaction solution was washed with 10% sodium carbonate aqueous solution and then with water. The organic layer was dried with sodium sulfate and concentrated to remove the solvent, by which 0.198 g (percent yield: 11.8%) of 2-cyano-5-methoxy-6-methylpyridine was obtained.

後処理

  1. customTo a solution obtained
  2. washThe reaction solution was washed with 10% sodium carbonate aqueous solution
  3. dry with materialThe organic layer was dried with sodium sulfate
  4. concentrationconcentrated
  5. customto remove the solvent

出典と根拠

ORDレコード
ord-1d1b1b0466054e788516132c7d0acd6c
出典データセット
uspto-grants-2003_08
特許番号
US06610853B1

関連ノート

読み込み中…