Реакция #1601

ord-119328d4f6c144a381d29ff2f0cd48ad

Уравнение реакции

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

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураthe resulting suspension was refluxed overnight
  2. 2
    ДругоеDuring this time a yellow solid was formed
  3. 3
    workup.ADDITIONwas added
  4. 4
    ФильтрацияThe resulting yellow orange solid was filtered off
  5. 5
    Промывкаwashed several times with water
  6. 6
    Другоеdried

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05726162uspto-grants-1998_03