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Ethyl Acetate → N-{4-[3-(4-methoxytetrahydropyran-4-yl)phenylthio]phenyl}-N-methylmethanesulphonamide

HRID 2254665
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HRID 2254665 반응식
I[C:2]1[CH:7]=[CH:6][C:5]([N:8]([CH3:13])[S:9]([CH3:12])(=[O:11])=[O:10])=[CH:4][CH:3]=1.[SH:14][C:15]1[CH:16]=[C:17]([C:21]2([O:27][CH3:28])[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)[CH:18]=[CH:19][CH:20]=1.C(=O)([O-])[O-].[K+].[K+].C(OCC)(=O)C>CN(C=O)C.[Cu]Cl.O>[CH3:28][O:27][C:21]1([C:17]2[CH:16]=[C:15]([S:14][C:2]3[CH:7]=[CH:6][C:5]([N:8]([CH3:13])[S:9]([CH3:12])(=[O:11])=[O:10])=[CH:4][CH:3]=3)[CH:20]=[CH:19][CH:18]=2)[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 13920676N-(4-Iodophenyl)-N-methylmethanesulphonamideHCID 193757154-(3-Mercaptophenyl)-4-methoxytetrahydropyran

생성물 1

HCID 19785586N-{4-[3-(4-methoxytetrahydropyran-4-yl)phenylthio]phenyl}-N-methylmethanesulphonamide

시약·촉매·용매 3

HCID 62652
Cuprous chloride
촉매
HCID 962Water용매
HCID 6228Dimethylformamide용매

실험 절차

A solution of N-(4-iodophenyl)-N-methylmethanesulphonamide (0.31 g, 1 mmol), 4-(3-mercaptophenyl)-4-methoxytetrahydropyran (0.22 g), potassium carbonate (20 mg) and copper (I) chloride (30 mg) in DMF (20 ml) was heated to 140° C. and stirred for 3 hours. Ethyl acetate (40 ml) and water (40 ml) were added and the mixture was filtered through celite. The filtrate was washed with water (40 ml) and brine (40 ml), dried (MgSO4) and the solvent evaporated. The product was purified by column chromatography, thus N-{4-[3-(4-methoxytetrahydropyran-4-yl)phenylthio]phenyl}-N-methylmethanesulphonamide was obtained as an oil (1.12 g, 42%).

후처리

  1. filtrationthe mixture was filtered through celite
  2. washThe filtrate was washed with water (40 ml) and brine (40 ml)
  3. dry with materialdried (MgSO4)
  4. customthe solvent evaporated
  5. customThe product was purified by column chromatography

출처 및 근거

ORD 기록
ord-f624c4aa8d0841fe87aaaccc2209e91c
출처 데이터셋
uspto-grants-1993_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05236948

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