3-Chloro-4-methylaniline → N-(3-chloro-4-methylphenyl)-5-methyl-4-imidazolecarboxamide

HRID 1719258

反応式

HRID 1719258 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[CH3:9])[NH2:5].C(N(CC)CC)C.Cl.[CH3:18][C:19]1[NH:23][CH:22]=[N:21][C:20]=1[C:24](Cl)=[O:25]>CC(C)=O>[Cl:1][C:2]1[CH:3]=[C:4]([NH:5][C:24]([C:20]2[N:21]=[CH:22][NH:23][C:19]=2[CH3:18])=[O:25])[CH:6]=[CH:7][C:8]=1[CH3:9]

参加物

5

反応物 3

HCID 72553-Chloro-4-methylanilineHCID 8471TriethylamineHCID 20268027HCID 20268027、化合物

生成物 1

HCID 20268024N-(3-chloro-4-methylphenyl)-5-methyl-4-imidazolecarboxamide収率 85%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a solution of 740 g (5.22 moles) of 3-chloro-4-methylaniline and 1054.6 g (10.44 moles) of triethylamine in 10 liters of acetone at room temperature and vigorous stirring, there were added slowly 945 g (5.22 moles) of 5-methyl-4-imidazolecarbonyl chloride hydrochloride. After the addition was ended, the mixture was refluxed for 1 hour and then allowed to cool to room temperature and filtered. The liquid filtrate was evaporated until a slight precipitation appeared, it was then poured over 20 liters of cold water with stirring, filtered and the precipitate was dried to give N-(3-chloro-4-methylphenyl)-5-methyl-4-imidazolecarboxamide, a crude yellowish product. Crystallisation from isopropyl alcohol gave 1108 g (85% yield) of the desired pure product having the same characteristics as the one obtained in Example 1.

後処理

  1. additionAfter the addition
  2. temperaturethe mixture was refluxed for 1 hour
  3. filtrationfiltered
  4. customThe liquid filtrate was evaporated until a slight precipitation
  5. additionit was then poured over 20 liters of cold water
  6. filtrationfiltered
  7. customthe precipitate was dried

出典と根拠

ORDレコード
ord-094e7fc328a54ec49c142b95a8c3acb3
出典データセット
uspto-grants-1985_09
特許番号
US04539331

関連ノート

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