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

HRID 47615
ノート
印刷プレビュー

反応式

HRID 47615 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 6362Isopropyl iodideHCID 24758Sodium hydrideHCID 178434688HCID 178434688、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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]+.

後処理

  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

出典と根拠

ORDレコード
ord-d05d618725d148d8be3e3b86bfead215
出典データセット
uspto-grants-2004_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06699887B2

反応ノート

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