Dimethylformamide → 2-Amino-6-(2-furyl)nicotinonitrile

HRID 353215ノート

反応式

HRID 353215 の反応式
[C:1]([C:3]1[C:4](OCC(N)=O)=[N:5][C:6]([C:9]2[O:10][CH:11]=[CH:12][CH:13]=2)=[CH:7][CH:8]=1)#[N:2].C(=O)([O-])[O-].[K+].[K+].C[N:26](C)C=O>O.C(OCC)(=O)C>[NH2:26][C:4]1[N:5]=[C:6]([C:9]2[O:10][CH:11]=[CH:12][CH:13]=2)[CH:7]=[CH:8][C:3]=1[C:1]#[N:2]

参加物

6

反応物 3

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 22707973HCID 22707973、化合物

生成物 1

HCID 103523832-Amino-6-(2-furyl)nicotinonitrile収率 63%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
120 °C

実験手順

A suspension of 2-[[3-cyano-6-(2-furyl)-2-pyridyl]oxy]acetamide (8.0 g, 32.9 mmol) and potassium carbonate (9.1 g, 65.9 mmol) in N,N-dimethylformamide (80 ml) was stirred at 120° C. for 1.5 hours. After cooling as it was, the reaction solution was diluted with water and ethyl acetate, and the insoluble matters were filtered off. The aqueous layer in the filtrate was extracted with ethyl acetate. The combined organic layer was washed with an aqueous saturated solution of ammonium chloride (×2), dried over anhydrous sodium sulfate, and concentrated. The residue was suspended in methanol, and the resulting solid was collected by filtration and washed with methanol, to give the title compound (3.81 g, 63%) as a brown solid.

後処理

  1. temperatureAfter cooling as it
  2. filtrationthe insoluble matters were filtered off
  3. extractionThe aqueous layer in the filtrate was extracted with ethyl acetate
  4. washThe combined organic layer was washed with an aqueous saturated solution of ammonium chloride (×2)
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated
  7. filtrationthe resulting solid was collected by filtration
  8. washwashed with methanol

出典と根拠

ORDレコード
ord-5ebf9af27a2e463c8af4b8c63b4cc4a7
出典データセット
uspto-grants-2004_06
特許番号
US06750232B2

反応ノート

読み込み中…