Acetic Acid → 3-Cyano-2-pyridone

HRID 1483146

반응식

HRID 1483146 반응식
[CH2:1]([O-])[CH3:2].[Na+].[C:5]([CH2:7][C:8]([NH2:10])=[O:9])#[N:6].[C:11](O)(=O)C>C(O)C>[C:5]([C:7]1[C:8](=[O:9])[NH:10][CH:11]=[CH:1][CH:2]=1)#[N:6]

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 7898CyanoacetamideHCID 2723922Sodium ethoxide

생성물 1

HCID 5775433-Cyano-2-pyridone수율 57%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Sodium ethanolate (9.48 mL; 21 weight 0; 1.0 equiv.) was added to a solution of preceding methylene-dimethylamino (see 1.3.) (10 g; 1.0 equiv.) and cyanoacetamide (2.135 g; 1.0 equiv.) in ethanol (100 mL). The mixture was left under agitation 3 hours at ambient temperature. The medium was then neutralised with the dropwise addition of acetic acid and concentrated under reduced pressure. The reaction medium was diluted in ethyl acetate (200 mL) and the organic phase washed with a brine solution (150 mL). The organic phase was dried over magnesium sulfate, filtered and the solvents evaporated under reduced pressure. The residue was purified on silica gel (CH2Cl2/AcOEt 8:2) to give the pyridone with a global yield of 57%.

후처리

  1. concentrationconcentrated under reduced pressure
  2. additionThe reaction medium was diluted in ethyl acetate (200 mL)
  3. washthe organic phase washed with a brine solution (150 mL)
  4. dry with materialThe organic phase was dried over magnesium sulfate
  5. filtrationfiltered
  6. customthe solvents evaporated under reduced pressure
  7. customThe residue was purified on silica gel (CH2Cl2/AcOEt 8:2)

출처 및 근거

ORD 기록
ord-f6ecba89f6884f5db1a4a859317d7a36
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09416143B2

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