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

HRID 353215노트

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HRID 353215 반응식
[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]

참가 물질

6

반응물 3

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 22707973HCID 22707973, 화합물

생성물 1

HCID 103523832-Amino-6-(2-furyl)nicotinonitrile수율 63%

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

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온도
120 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5ebf9af27a2e463c8af4b8c63b4cc4a7
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06750232B2

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