2-Propanethiol → [5-(2,6-Dichloro-4-trifluoromethylphenyl)-2-nitrophenyl]isopropyl sulfide

HRID 25287

反応式

HRID 25287 の反応式
[H-].[Na+].[CH:3]([SH:6])([CH3:5])[CH3:4].[H][H].Cl[C:10]1[CH:15]=[C:14]([C:16]2[C:21]([Cl:22])=[CH:20][C:19]([C:23]([F:26])([F:25])[F:24])=[CH:18][C:17]=2[Cl:27])[CH:13]=[CH:12][C:11]=1[N+:28]([O-:30])=[O:29]>CN(C)C=O>[Cl:22][C:21]1[CH:20]=[C:19]([C:23]([F:25])([F:24])[F:26])[CH:18]=[C:17]([Cl:27])[C:16]=1[C:14]1[CH:13]=[CH:12][C:11]([N+:28]([O-:30])=[O:29])=[C:10]([S:6][CH:3]([CH3:5])[CH3:4])[CH:15]=1

参加物

6

反応物 4

HCID 63642-PropanethiolHCID 24758Sodium hydrideHCID 221709381-Chloro-5-(2,6-dichloro-4-trifluoromethylphenyl)-2-nitrobenzeneHCID 178418361HCID 178418361、化合物

生成物 1

HCID 22170887[5-(2,6-Dichloro-4-trifluoromethylphenyl)-2-nitrophenyl]isopropyl sulfide収率 90.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

0.33 g (8.3 mmol) of 60% sodium hydride was stirred in 50 ml of N,N-dimethylformamide at room temperature while 0.7 g (9.2 mmol) of isopropyl mercaptan was added dropwise. After generation of hydrogen was over, 3.0 g (8.1 mmol) of 1-chloro-5-(2,6-dichloro-4-trifluoromethylphenyl)-2-nitrobenzene was added, and the reaction mixture was stirred at room temperature for 12 hours. The reaction mixture was poured into about 200 ml of ice-cold water and extracted with 50 ml of ethyl acetate twice. The ethyl acetate was washed with 100 ml of water twice and dried over anhydrous magnesium sulfate, and the ethyl acetate was distilled off under reduced pressure. Purification of the residue by silica gel column chromatography afforded 3.0 g of [5-(2,6-dichloro-4-trifluoromethylphenyl)-2-nitrophenyl]isopropyl sulfide (yield 90.0%) as a yellow dough (nD20 1.5881).

後処理

  1. additionwas added dropwise
  2. additionwas added
  3. extractionextracted with 50 ml of ethyl acetate twice
  4. washThe ethyl acetate was washed with 100 ml of water twice
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationthe ethyl acetate was distilled off under reduced pressure
  7. customPurification of the residue by silica gel column chromatography

出典と根拠

ORDレコード
ord-6635c799817e43d0a5b43c7fae22f8d0
出典データセット
uspto-grants-2005_02
特許番号
US06858639B2

関連ノート

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