反応 #2214

ord-3a2c011f1b3e4de5a080b95b7446e37f

反応方程式

CC(=O)OCc1c2ccccc2c(COC(C)=O)c2ccccc12
acetic
CN(C)C=C(C=O)c1ccc(Cl)cc1
2-(4-chlorophenyl)-3-dimethylaminopropenal
C[O-].[Na+]
sodium methoxide
N#CCC(N)=O
cyanoacetamide
N#Cc1cc(-c2ccc(Cl)cc2)c[nH]c1=O
3-cyano-5-(4-chlorophenyl)-2-pyridinone

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度the resulting suspension was refluxed overnight
  2. 2
    その他During this time a yellow solid was formed
  3. 3
    workup.ADDITIONwas added
  4. 4
    ろ過The resulting yellow orange solid was filtered off
  5. 5
    洗浄washed several times with water
  6. 6
    その他dried

実験手順

To solution of sodium methoxide (7.52 g) in methanol (130 ml) was added cyanoacetamide (5.84 g) followed by 2-(4-chlorophenyl)-3-dimethylaminopropenal and the resulting suspension was refluxed overnight. During this time a yellow solid was formed. The mixture was cooled to room temperature and glacial acetic add (50 ml) was added followed by water (100 ml). The resulting yellow orange solid was filtered off, washed several times with water and dried to yield 8.1 g of 3-cyano-5-(4-chlorophenyl)-2-pyridinone.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05728698uspto-grants-1998_03