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

HRID 25287

반응식

HRID 25287 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-6635c799817e43d0a5b43c7fae22f8d0
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06858639B2

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