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1-[(3-Chlorophenyl)phenylmethyl]piperazine → 6-[4-[(3-Chlorophenyl)phenylmethyl]1-piperazinyl]hexanesulfonamide

HRID 565753
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HRID 565753 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:5]=[CH:6][CH:7]=1.Cl[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][S:28]([NH2:31])(=[O:30])=[O:29]>C(N(C(C)C)C(C)C)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[N:9]2[CH2:10][CH2:11][N:12]([CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][S:28]([NH2:31])(=[O:30])=[O:29])[CH2:13][CH2:14]2)[CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 45645251-[(3-Chlorophenyl)phenylmethyl]piperazineHCID 221115356-Chlorohexanesulfonamide

생성물 1

HCID 158957156-[4-[(3-Chlorophenyl)phenylmethyl]1-piperazinyl]hexanesulfonamide수율 95.6%

시약·촉매·용매 1

HCID 81531Diisopropylethylamine용매

실험 절차

1-[(3-Chlorophenyl)phenylmethyl]piperazine (500 mg, 1.74 mmol) and 6-chlorohexanesulfonamide (383 mg, 1.92 mmol) synthesized referring to a process described in J. Org. Chem. 52, 2162 (1987) were refluxed in N-ethyldiisopropylamine (5 ml) for 6 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 (100:3), to give 6-[4-[(3-chlorophenyl)phenylmethyl]1-piperazinyl]hexanesulfonamide (749 mg) as a colorless oil (yield based on 1-[(3-chlorophenyl)phenylmethyl]piperazine: 95.4%).

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 (100:3)
  8. customto give

출처 및 근거

ORD 기록
ord-9c7a861338be4affafa73ac4182f3416
출처 데이터셋
uspto-grants-2001_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06172228B2

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