Dimethylcarbamoyl Chloride → Methyl 2-cyanopyridine-4-carboxylate

HRID 1635500

反応式

HRID 1635500 の反応式
[C:1]([O:10][CH3:11])(=[O:9])[C:2]1[CH:7]=[CH:6][N+:5]([O-])=[CH:4][CH:3]=1.C[Si]([C:16]#[N:17])(C)C.CN(C)C(Cl)=O.C(=O)([O-])[O-].[K+].[K+]>C(Cl)Cl>[C:16]([C:4]1[CH:3]=[C:2]([CH:7]=[CH:6][N:5]=1)[C:1]([O:10][CH3:11])=[O:9])#[N:17]

参加物

6

反応物 4

HCID 6598Dimethylcarbamoyl ChlorideHCID 11430Potassium CarbonateHCID 82115Trimethylsilyl cyanideHCID 2366364-(Methoxycarbonyl)pyridine 1-oxide

生成物 1

HCID 12132796Methyl 2-cyanopyridine-4-carboxylate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of methyl isonicotinate N-oxide (20.0 g, 0.26 mol) in 200 mL of methylene chloride was added trimethylsilyl cyanide (16.1 g, 0.32 mol), followed by a solution of dimethylcarbamyl chloride (17.82 g, 0.32 mol) in 50 mL of methylene chloride at room temperature. The reaction mixture was stirred overnight (about eighteen hours) and then treated with 500 mL of 10% potassium carbonate solution. The organic layer was washed with brine, dried over magnesium sulfate and filtered. The filtrate was concentrated to 15.2 g of crude product as a brown solid, which was used without further purification.

後処理

  1. washThe organic layer was washed with brine
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated to 15.2 g of crude product as a brown solid, which
  5. customwas used without further purification

出典と根拠

ORDレコード
ord-5bbb6645651d498d96cbd6d42e3e507c
出典データセット
uspto-grants-2003_01
特許番号
US06509361B1

関連ノート

読み込み中…