Methylamine → 1H-Pyrazole-4-carboxamide, 1-(2,4-dichlorophenyl)-N-methyl-5-(trifluoromethyl)-

HRID 1731274ノート

反応式

HRID 1731274 の反応式
[F:1][C:2]([F:20])([F:19])[C:3]1[N:7]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][C:9]=2[Cl:15])[N:6]=[CH:5][C:4]=1[C:16](O)=[O:17].[C:21](N1C=CN=C1)([N:23]1C=CN=C1)=O.CN>CN(C=O)C>[F:1][C:2]([F:20])([F:19])[C:3]1[N:7]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][C:9]=2[Cl:15])[N:6]=[CH:5][C:4]=1[C:16]([NH:23][CH3:21])=[O:17]

参加物

5

反応物 3

HCID 6329MethylamineHCID 682631,1'-CarbonyldiimidazoleHCID 13537979HCID 13537979、化合物

生成物 1

HCID 1636811H-Pyrazole-4-carboxamide, 1-(2,4-dichlorophenyl)-N-methyl-5-(trifluoromethyl)-収率 79.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

5-(Trifluoromethyl)-1-(2,4-dichlorophenyl)-1H-pyrazole-4-carboxylic acid (1.50 grams, 0.0046 mole) and carbonyldiimidazole (0.94 gram, 0.0058 mole) were dissolved in DMF. The reaction mixture was stirred for 10 minutes, then 7 ml. of 40% aqueous methylamine were added. The reaction mixture was stirred for three hours at room temperature, then poured into 150 ml. of water and filtered. The precipitate was dried to 1.51 grams, then recrystallized from 10:1 cyclohexane/toluene, yielding 1.23 grams of 5-(trifluoromethyl)-1-(2,4-dichlorophenyl)-N-methyl-1H-pyrazole-4-carboxamide, mp=143°-144° C.

後処理

  1. stirringThe reaction mixture was stirred for three hours at room temperature
  2. additionpoured into 150 ml
  3. filtrationof water and filtered
  4. customThe precipitate was dried to 1.51 grams
  5. customrecrystallized from 10:1 cyclohexane/toluene

出典と根拠

ORDレコード
ord-232fd69398364414b2ae6faaa0fe97a5
出典データセット
uspto-grants-1986_11
特許番号
US04620865

反応ノート

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