Potassium Cyanide → 1-(4-chlorophenyl)-4,5-dicyano-3-propyl-1,3-dihydro-2H-imidazol-2-one

HRID 465687노트

반응식

HRID 465687 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12](Cl)=[C:11]([C:14]#[N:15])[N:10]([CH2:16][CH2:17][CH3:18])[C:9]2=[O:19])=[CH:4][CH:3]=1.ClC1C(OCC#C)=C[C:24]([N:31]2C(Cl)=C(C#N)N(CCC)C2=O)=C(F)C=1.[C-]#N.[K+]>CN(C)C=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([C:24]#[N:31])=[C:11]([C:14]#[N:15])[N:10]([CH2:16][CH2:17][CH3:18])[C:9]2=[O:19])=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 9032Potassium CyanideHCID 198752291-(4-chloro-2-fluoro-5-propargyloxyphenyl)-5-chloro-4-cyano-3-propyl-1,3-dihydro-2 H-imidazol-2-oneHCID 198752461-(4-chlorophenyl)-5-chloro-4-cyano-3-propyl-1,3-dihydro-2H-imidazole-2-one

생성물 1

HCID 198752211-(4-chlorophenyl)-4,5-dicyano-3-propyl-1,3-dihydro-2H-imidazol-2-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

The product of Example 1, 1-(4-chlorophenyl)-5-chloro-4-cyano-3-propyl-1,3-dihydro-2H-imidazol-2-one (V) (0.75 g, 2.5 mmol), was stirred in 25 mL of dimethylformamide. To this mixture was added KCN (0.5 g, 7.5 mmol) and the resulting mixture was heated to reflux for ten minutes, cooled, poured onto water, and extracted three times with 50 mL ethyl acetate. This material was then dried, filtered, and evaporated via standard techniques to give 0.38 g of 1-(4-chlorophenyl)-4,5-dicyano-3-propyl-1,3-dihydro-2H-imidazol-2-one (VI) recrystallized from ethyl acetate/hexane (m.p. 163°-5° C.).

후처리

  1. temperaturethe resulting mixture was heated
  2. temperatureto reflux for ten minutes
  3. temperaturecooled
  4. additionpoured onto water
  5. extractionextracted three times with 50 mL ethyl acetate
  6. customThis material was then dried
  7. filtrationfiltered
  8. customevaporated via standard techniques

출처 및 근거

ORD 기록
ord-1af70db5c26e409c8f4bc3538f2bf59f
출처 데이터셋
uspto-grants-1992_10
특허 번호
US05153316

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