4-Pyridinemethanamine → 1-[5-Methyl-2-(4-pyridinyl)-1H-imidazol-4-yl]ethanone

HRID 615326노트

반응식

HRID 615326 반응식
[CH3:1][C:2](=[O:9])[C:3](=[N:7]O)[C:4](=O)[CH3:5].[N:10]1[CH:15]=[CH:14][C:13]([CH2:16][NH2:17])=[CH:12][CH:11]=1>CN(C)C=O>[CH3:5][C:4]1[NH:17][C:16]([C:13]2[CH:14]=[CH:15][N:10]=[CH:11][CH:12]=2)=[N:7][C:3]=1[C:2](=[O:9])[CH3:1]

참가 물질

4

반응물 2

HCID 773174-PyridinemethanamineHCID 178468373HCID 178468373, 화합물

생성물 1

HCID 133879391-[5-Methyl-2-(4-pyridinyl)-1H-imidazol-4-yl]ethanone수율 39.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
-10 °C

실험 절차

A mixture of 6.5 g (0.05 mole) of 2,3,4-pentanetrione 3-oxime and 6.0 g (0.055mole) of 4-pyridylmethylamine in 75 ml of N,N-dimethylformamide was stirred at the reflux temperature for 4 hours. The solvent was removed in vacuo and 100 ml of acetonitrile was added to the residual oil. The mixture was boiled then was cooled at -10° C. to yield precipitate. The precipitate was collected, washed with 50 ml of cold acetonitrile and air dried. The material was recrystallized from 150 ml of boiling acetonitrile after treatment with activated charcoal and filtration by cooling at -10° C. The product of the Example was collected by filtration, washed with 50 ml of cold acetonitrile and dried to give 4.0 g of a tan solid, mp 181°-183° C.

후처리

  1. customThe solvent was removed in vacuo and 100 ml of acetonitrile
  2. additionwas added to the residual oil
  3. customto yield precipitate
  4. customThe precipitate was collected
  5. washwashed with 50 ml of cold acetonitrile and air
  6. customdried
  7. customThe material was recrystallized from 150 ml of boiling acetonitrile after treatment
  8. filtrationwith activated charcoal and filtration
  9. temperatureby cooling at -10° C
  10. washwashed with 50 ml of cold acetonitrile
  11. customdried

출처 및 근거

ORD 기록
ord-7bcbf7d63f6e44649c77436f1a543df1
출처 데이터셋
uspto-grants-1985_02
특허 번호
US04499097

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