Cyanoacetamide → 5-(4-Chlorophenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile

HRID 1505

반응식

HRID 1505 반응식
C[O-].[Na+].[C:4]([CH2:6][C:7]([NH2:9])=[O:8])#[N:5].[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([C:17](=[CH:20]N(C)C)[CH:18]=O)=[CH:13][CH:12]=1.CC(OCC1C2C(=CC=CC=2)C(COC(C)=O)=C2C=1C=CC=C2)=O>CO.O>[C:4]([C:6]1[C:7](=[O:8])[NH:9][CH:18]=[C:17]([C:14]2[CH:15]=[CH:16][C:11]([Cl:10])=[CH:12][CH:13]=2)[CH:20]=1)#[N:5]

참가 물질

7

반응물 4

HCID 7898CyanoacetamideHCID 613145Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl esterHCID 34489722-(4-Chlorophenyl)-3-(dimethylamino)acrylaldehydeHCID 10942334Sodium Methoxide

생성물 1

HCID 27639105-(4-Chlorophenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

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.

후처리

  1. temperaturethe resulting suspension was refluxed overnight
  2. customDuring this time a yellow solid was formed
  3. additionwas added
  4. filtrationThe resulting yellow orange solid was filtered off
  5. washwashed several times with water
  6. customdried

출처 및 근거

ORD 기록
ord-119328d4f6c144a381d29ff2f0cd48ad
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05726162

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