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Thiophenol → HCID 68275938, 화합물

HRID 85568
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HRID 85568 반응식
[O:1]=[S:2]1(=[O:33])[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][N:10]([CH2:23][CH2:24][N:25]2[CH2:30][CH2:29][S:28](=[O:32])(=[O:31])[CH2:27][CH2:26]2)S(C2C=CC=CC=2[N+]([O-])=O)(=O)=O)[CH2:4][CH2:3]1.C1(S)C=CC=CC=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C.C(OCC)(=O)C>[O:32]=[S:28]1(=[O:31])[CH2:29][CH2:30][N:25]([CH2:24][CH2:23][NH:10][CH2:9][CH2:8][N:5]2[CH2:4][CH2:3][S:2](=[O:1])(=[O:33])[CH2:7][CH2:6]2)[CH2:26][CH2:27]1
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참가 물질

6

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HCID 7969ThiophenolHCID 11430Potassium CarbonateHCID 68275931N,N-bis(2-(1,1-dioxido-4-thiomorpholinyl)ethyl)-2-nitrobenzenesulfonamide

생성물 1

HCID 68275938HCID 68275938, 화합물수율 100%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8857
Ethyl Acetate
용매

실험 절차

N,N-bis(2-(1,1-dioxido-4-thiomorpholinyl)ethyl)-2-nitrobenzenesulfonamide (0.85 g, 1.13 mmol) and thiophenol (0.373 g, 3.39 mmol) were combined in dry acetonitrile (10 mL). Potassium carbonate (0.936 g, 6.78 mmol) was added and the mixture was stirred at rt for 18 h. The mixture was diluted with ethyl acetate and filtered to remove unwanted solids. The crude filtrate was concentrated in vacuo, redissolved in methanol, and loaded onto a strong cation exchange resin cartridge to capture the desired product. Undesired materials were eluted from the cartridge with methanol, and then the desired material was released from the resin by elution with 2M ammonia in methanol. Concentration in vacuo gave a sticky yellow oil (0.381 g, 100% yield). No further purification was performed and the mixture was carried forward to the next step.

후처리

  1. filtrationfiltered
  2. customto remove unwanted solids
  3. concentrationThe crude filtrate was concentrated in vacuo
  4. dissolutionredissolved in methanol
  5. washUndesired materials were eluted from the cartridge with methanol
  6. washthe desired material was released from the resin by elution with 2M ammonia in methanol
  7. concentrationConcentration in vacuo

출처 및 근거

ORD 기록
ord-010c33c3d5664c2daae2708ddec2d82d
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08846647B2

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