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

HRID 1868079ノート

反応式

HRID 1868079 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-092550881de04d87b5794f8e048e9d16
出典データセット
uspto-grants-2009_12
特許番号
US07632838B2

反応ノート

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