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Water → [5-(3,5-dichlorophenylthio)-1-isopropyl-3-methyl-1H-pyrazol-4-yl]-phenyl-methanone

HRID 47615
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HRID 47615 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([S:9][C:10]2[NH:14][N:13]=[C:12]([CH3:15])[C:11]=2[C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:17])[CH:5]=[C:6]([Cl:8])[CH:7]=1.[H-].[Na+].I[CH:27]([CH3:29])[CH3:28].O>CN(C)C=O>[Cl:8][C:6]1[CH:5]=[C:4]([S:9][C:10]2[N:14]([CH:27]([CH3:29])[CH3:28])[N:13]=[C:12]([CH3:15])[C:11]=2[C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:17])[CH:3]=[C:2]([Cl:1])[CH:7]=1
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참가 물질

6

반응물 4

HCID 962WaterHCID 6362Isopropyl iodideHCID 24758Sodium hydrideHCID 178434688HCID 178434688, 화합물

생성물 1

HCID 22747464[5-(3,5-dichlorophenylthio)-1-isopropyl-3-methyl-1H-pyrazol-4-yl]-phenyl-methanone

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution containing 75 mg of [5-(3,5-dichlorophenylthio)-3-methyl-1H-pyrazol-4-yl]-phenyl-methanone in 2 ml of dry N,N-dimethylformamide (DMF) at rt under nitrogen was treated with 12 mg of sodium hydride. The mixture was then stirred for 2 min. To the mixture was added 25 μl of 2-iodopropane. The mixture was then stirred for 20 min. To the mixture was added 2 ml of water and then the mixture was extracted with ethyl acetate three times. Combined extracts were washed with brine then dried over anhydrous magnesium sulphate, filtered and evaporated. The residue 7; was purified by flash chromatography on silica gel using diethyl ether hexane (1:7) for the elution to give 32 mg of [5-(3,5-dichlorophenylthio)-1-isopropyl-3-methyl-1H-pyrazol-4-yl]-phenyl-methanone as a colourless oil. Mass spectrum (ES) m/z 405[M+H]+.

후처리

  1. stirringThe mixture was then stirred for 20 min
  2. extractionthe mixture was extracted with ethyl acetate three times
  3. washCombined extracts were washed with brine
  4. dry with materialthen dried over anhydrous magnesium sulphate
  5. filtrationfiltered
  6. customevaporated
  7. customwas purified by flash chromatography on silica gel
  8. washfor the elution

출처 및 근거

ORD 기록
ord-d05d618725d148d8be3e3b86bfead215
출처 데이터셋
uspto-grants-2004_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06699887B2

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