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

HRID 565750노트

반응식

HRID 565750 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

HCID 13537577Hexane-1-sulfonamide수율 270.4%

시약·촉매·용매 1

HCID 81531Diisopropylethylamine용매

실험 절차

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%).

후처리

  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]

출처 및 근거

ORD 기록
ord-334612ed2ecd496d86d9e62ab4ad326f
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06172228B2

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