تفاعل #1601

ord-119328d4f6c144a381d29ff2f0cd48ad

معادلة التفاعل

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

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةthe resulting suspension was refluxed overnight
  2. 2
    أخرىDuring this time a yellow solid was formed
  3. 3
    workup.ADDITIONwas added
  4. 4
    ترشيحThe resulting yellow orange solid was filtered off
  5. 5
    غسيلwashed several times with water
  6. 6
    أخرىdried

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05726162uspto-grants-1998_03