반응 #2214

ord-3a2c011f1b3e4de5a080b95b7446e37f

반응 방정식

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

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도the resulting suspension was refluxed overnight
  2. 2
    기타During this time a yellow solid was formed
  3. 3
    workup.ADDITIONwas added
  4. 4
    여과The resulting yellow orange solid was filtered off
  5. 5
    세척washed several times with water
  6. 6
    기타dried

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05728698uspto-grants-1998_03