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2-Aminothiophenol → 1-(4-(Benzo[d]thiazol-2-yl)piperidin-1-yl)ethanone

HRID 1068141
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인쇄 미리보기

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HRID 1068141 반응식
[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([C:10](O)=O)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[NH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[SH:20].[OH-].[NH4+]>O>[S:20]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[N:13]=[C:10]1[CH:7]1[CH2:8][CH2:9][N:4]([C:1](=[O:3])[CH3:2])[CH2:5][CH2:6]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 87132-AminothiophenolHCID 14923Ammonium HydroxideHCID 1172551-Acetylpiperidine-4-carboxylic acid

생성물 1

HCID 92186951-(4-(Benzo[d]thiazol-2-yl)piperidin-1-yl)ethanone수율 64.8%

시약·촉매·용매 1

HCID 962Water용매

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온도
110 °C

실험 절차

To a mixture of 1.43 g of 1-acetylpiperidine-4-carboxylic acid and 1.05 g of 2-aminothiophenol was added 5 mL of polyphosphoric acid. After stirring at 110° C. for 18 hours, the reaction was cooled to 40° C. The syrup was poured onto ice and water was added to keep the solution temperature below 10° C. The resulting dark brown solution was basified with ammonium hydroxide. Aqueous phase was extracted with EtOAC (3×). The combined organic phases were washed with brine and dried over anhydrous MgSO4. Concentration under reduced pressure afforded 1.41 g of the title compound as a solid.

후처리

  1. temperaturethe reaction was cooled to 40° C
  2. additionwas added
  3. customthe solution temperature below 10° C
  4. extractionAqueous phase was extracted with EtOAC (3×)
  5. washThe combined organic phases were washed with brine
  6. dry with materialdried over anhydrous MgSO4
  7. concentrationConcentration under reduced pressure

출처 및 근거

ORD 기록
ord-11f7808cf5be44b49b958007e13e894b
출처 데이터셋
uspto-grants-2001_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06248755B1

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