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

HRID 1731274노트

반응식

HRID 1731274 반응식
[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]

참가 물질

5

반응물 3

HCID 6329MethylamineHCID 682631,1'-CarbonyldiimidazoleHCID 13537979HCID 13537979, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-232fd69398364414b2ae6faaa0fe97a5
출처 데이터셋
uspto-grants-1986_11
특허 번호
US04620865

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