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

HRID 569463ノート

反応式

HRID 569463 の反応式
[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]

参加物

4

反応物 3

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

生成物 1

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

反応条件

温度
-10 °C

実験手順

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.

後処理

  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.

出典と根拠

ORDレコード
ord-f234247d74af4d31a6375ecca0383c2b
出典データセット
uspto-grants-1988_03
特許番号
US04732895

反応ノート

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