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

HRID 569463노트

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HRID 569463 반응식
[CH3:1][C:2](=[O:8])[C:3](=O)[C:4](=O)[CH3:5].[N:9]1[CH:14]=[CH:13][C:12]([CH2:15][NH2:16])=[CH:11][CH:10]=1.C[N:18](C)C=O>>[CH3:5][C:4]1[NH:18][C:15]([C:12]2[CH:13]=[CH:14][N:9]=[CH:10][CH:11]=2)=[N:16][C:3]=1[C:2](=[O:8])[CH3:1]

참가 물질

4

반응물 3

HCID 6228DimethylformamideHCID 773174-PyridinemethanamineHCID 1367032,3,4-Pentanetrione

생성물 1

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

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온도
-10 °C

실험 절차

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

후처리

  1. temperatureat reflux temperature for 4 hours
  2. customthe solvent was removed in vacuo and 100 ml of acetonitrile
  3. additionwas added to the residual oil
  4. customThe resulting precipitate was collected
  5. washwashed with 50 ml of cold acetonitrile, air
  6. customdried
  7. customrecrystallized from 150 ml of boiling acetonitrile after treatment with activated charcoal
  8. temperatureby cooling at -10° C.

출처 및 근거

ORD 기록
ord-f234247d74af4d31a6375ecca0383c2b
출처 데이터셋
uspto-grants-1988_03
특허 번호
US04732895

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