Benzenesulfonyl chloride, 3,4-dichloro- → 1-[(3,4-Dichlorophenyl)sulfonyl]-4-[4-fluoro-2-(trifluoromethyl)phenyl]piperazine

HRID 1868079노트

반응식

HRID 1868079 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[C:4]([C:14]([F:17])([F:16])[F:15])[CH:3]=1.[Cl:18][C:19]1[CH:20]=[C:21]([S:26](Cl)(=[O:28])=[O:27])[CH:22]=[CH:23][C:24]=1[Cl:25].C(N(C(C)C)CC)(C)C>ClCCl>[Cl:18][C:19]1[CH:20]=[C:21]([S:26]([N:11]2[CH2:12][CH2:13][N:8]([C:5]3[CH:6]=[CH:7][C:2]([F:1])=[CH:3][C:4]=3[C:14]([F:16])([F:15])[F:17])[CH2:9][CH2:10]2)(=[O:27])=[O:28])[CH:22]=[CH:23][C:24]=1[Cl:25]

참가 물질

5

반응물 3

HCID 7383Benzenesulfonyl chloride, 3,4-dichloro-HCID 81531DiisopropylethylamineHCID 579797591-(4-Fluoro-2-(trifluoromethyl)phenyl)piperazine

생성물 1

HCID 249060601-[(3,4-Dichlorophenyl)sulfonyl]-4-[4-fluoro-2-(trifluoromethyl)phenyl]piperazine수율 75.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a stirred solution of 1-(4-fluoro-2-(trifluoromethyl)phenyl)piperazine (386 mg, 1.555 mmol) and 3,4-dichlorobenzene-1-sulfonyl chloride (381.8 mg, 1.555 mmol) in anhydrous dichloromethane (3 mL) was added diisopropylethylamine (1.35 mL, 7.775 mmol). The mixture was stirred at room temperature for 30 minutes. Reaction was complete as determined by TLC. The reaction mixture was diluted with dichloromethane, washed with saturated Na2CO3 (aq.), water then brine. Organic layer was dried over MgSO4. The reaction mixture was purified via flash column chromatography to yield 1-[(3,4-dichlorophenyl)sulfonyl]-4-[4-fluoro-2-(trifluoromethyl)phenyl]piperazine in 75.7% yield (538 mg) as white solid.

후처리

  1. customReaction
  2. washwashed with saturated Na2CO3 (aq.), water
  3. dry with materialOrganic layer was dried over MgSO4
  4. customThe reaction mixture was purified via flash column chromatography

출처 및 근거

ORD 기록
ord-092550881de04d87b5794f8e048e9d16
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07632838B2

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