Pyrrole-2-Carboxylic Acid → beta-Oxo-alpha-(phenylcarbamoyl)-beta-(2-pyrrolyl)-propionitrile

HRID 236353

反応式

HRID 236353 の反応式
[C:1]([CH2:3][C:4]([NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:5])#[N:2].CC(C)([O-])C.[K+].[NH:19]1[CH:23]=[CH:22][CH:21]=[C:20]1[C:24](O)=[O:25].P(C#N)(=O)(OCC)OCC>CN(C)C=O.O>[O:25]=[C:24]([C:20]1[NH:19][CH:23]=[CH:22][CH:21]=1)[CH:3]([C:4](=[O:5])[NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:1]#[N:2]

参加物

7

反応物 4

HCID 12473Pyrrole-2-Carboxylic AcidHCID 69296Acetamide, 2-cyano-N-phenyl-HCID 76257Diethyl cyanophosphonateHCID 23665647Potassium tert-butoxide

生成物 1

HCID 13370089beta-Oxo-alpha-(phenylcarbamoyl)-beta-(2-pyrrolyl)-propionitrile

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒2 回

実験手順

to a solution of 1.6 g of α-cyanoacetanilide in 10 ml of dimethylformamide is added 3.4 g of potassium t-butoxide. The stirred cooled suspension is treated with a solution of 1.1 g of pyrrole-2-carboxylic acid and 1.4 ml of diethyl phosphorocyanidate in 6 ml of dimethylformamide. After standing for one half hour, solution is treated with 80 ml of cold water, filtered and acidified with 6N hydrochloric acid. The suspended product is collected, washed with water, dried, and dissolved in ethyl acetate. The ethyl acetate solution is filtered and evaporated to dryness. Recrystallization from ether-ethanol yields β-oxo-α-(phenylcarbamoyl)-β-(2-pyrrolyl)-propionitrile of Example 1.

後処理

  1. temperatureThe stirred cooled suspension
  2. waitAfter standing for one half hour
  3. filtrationfiltered
  4. customThe suspended product is collected
  5. washwashed with water
  6. customdried
  7. dissolutiondissolved in ethyl acetate
  8. filtrationThe ethyl acetate solution is filtered
  9. customevaporated to dryness
  10. customRecrystallization from ether-ethanol

出典と根拠

ORDレコード
ord-b292133de2964c528d6c4406c7bce408
出典データセット
uspto-grants-1987_02
特許番号
US04644010

関連ノート

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