1-[Bis(3-chlorophenyl)methyl]piperazine → Hexane-1-sulfonamide

HRID 565750ノート

反応式

HRID 565750 の反応式
ClC1C=C(C(C2C=CC=C(Cl)C=2)N2CCNCC2)C=CC=1.C1([NH:25][S:26]([CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34]Cl)(=[O:28])=[O:27])CC1>C(N(C(C)C)C(C)C)C>[CH2:29]([S:26]([NH2:25])(=[O:28])=[O:27])[CH2:30][CH2:31][CH2:32][CH2:33][CH3:34]

参加物

4

反応物 2

HCID 37401021-[Bis(3-chlorophenyl)methyl]piperazineHCID 11010063N-cyclopropyl-6-chlorohexanesulfonamide

生成物 1

HCID 13537577Hexane-1-sulfonamide収率 270.4%

試薬・触媒・溶媒 1

HCID 81531Diisopropylethylamine溶媒

実験手順

1-[Bis(3-chlorophenyl)methyl]piperazine (5.00 g, 15.5 mmol) and N-cyclopropyl-6-chlorohexanesulfonamide (4.15 g, 17.30 mmol) were refluxed in N-ethyldiisopropylamine (25 ml) for 7 hours. The reaction mixture was concentrated in vacuo, and water was added thereto. The mixture was extracted with chloroform. The chloroform layer was washed with water, and dried over anhydrous magnesium sulfate. Subsequently, the solvent was removed by evaporation in vacuo. The resulting crude product was purified by column chromatography on silica gel with chloroform-methanol (20:1), to give N-cyclopropyl-6-[4-[bis(3-chlorophenyl)methyl)]-1-piperazinyl]hexanesulfonamide (7.73 g) as an oil (yield based on 1-[bis(3-chlorophenyl)methyl]piperazine: 94.7%).

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo, and water
  2. additionwas added
  3. extractionThe mixture was extracted with chloroform
  4. washThe chloroform layer was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customSubsequently, the solvent was removed by evaporation in vacuo
  7. customThe resulting crude product was purified by column chromatography on silica gel with chloroform-methanol (20:1)
  8. customto give N-cyclopropyl-6-[4-[bis(3-chlorophenyl)methyl)]-1-piperazinyl]

出典と根拠

ORDレコード
ord-334612ed2ecd496d86d9e62ab4ad326f
出典データセット
uspto-grants-2001_01
特許番号
US06172228B2

反応ノート

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