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

HRID 465687ノート

反応式

HRID 465687 の反応式
[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

参加物

5

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.).

後処理

  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

出典と根拠

ORDレコード
ord-1af70db5c26e409c8f4bc3538f2bf59f
出典データセット
uspto-grants-1992_10
特許番号
US05153316

反応ノート

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