Ammonia → 5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-Pyrazole-3-carboxamide

HRID 254821노트

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HRID 254821 반응식
[NH3:1].[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:13]([C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=3[Cl:21])[N:12]=[C:11]([C:22](Cl)=[O:23])[C:10]=2[CH3:25])=[CH:5][CH:4]=1>C(Cl)Cl>[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:13]([C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=3[Cl:21])[N:12]=[C:11]([C:22]([NH2:1])=[O:23])[C:10]=2[CH3:25])=[CH:5][CH:4]=1

참가 물질

4

반응물 2

HCID 222AmmoniaHCID 152841395-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methylpyrazole-3-carbonyl chloride

생성물 1

HCID 668441705-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-Pyrazole-3-carboxamide수율 99%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Thionyl chloride (1.3 ml, 22.0 mmol) was added to a solution of 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxylic acid (2.09 g, 5.5 mmol) in toluene (50 ml) maintained at room temperature. The mixture was refluxed at 110° C. for 2 hours and then cooled to room temperature. The resulting solution was evaporated and dried under a vacuum to produce crude 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carbonyl chloride, which are not further purified. 27% aqueous ammonia (2 ml) was added to the solution of crude 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carbonyl chloride in methylene chloride (10 ml) at 0° C. After stirring 3 hours at room temperature, the resulting solution was quenched with saturated ammonium chloride which was extracted twice with 50 ml portions of ethyl acetate. After concentrating the extract by evaporation, the crude residue was purified using a silica gel column (hexane/ethyl acetate=1/1), to obtain the title compound (2.07 g, 99%) as white solid.

후처리

  1. customthe resulting solution was quenched with saturated ammonium chloride which
  2. extractionwas extracted twice with 50 ml portions of ethyl acetate
  3. concentrationAfter concentrating the
  4. extractionextract by evaporation
  5. customthe crude residue was purified

출처 및 근거

ORD 기록
ord-04ccdb9f28724fce82b966eda2c66808
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07875647B2

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