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Potassium Carbonate → N-[(cyclohexylamino)carbonyl]-4-[3-(4-phenoxy-2-propylphenoxy)propoxy]benzenesulfonamide

HRID 2251732
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HRID 2251732 반응식
[O:1]([C:8]1[CH:28]=[CH:27][C:11]([O:12][CH2:13][CH2:14][CH2:15][O:16][C:17]2[CH:22]=[CH:21][C:20]([S:23]([NH2:26])(=[O:25])=[O:24])=[CH:19][CH:18]=2)=[C:10]([CH2:29][CH2:30][CH3:31])[CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH:38]1([N:44]=[C:45]=[O:46])[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]1>CC(C)=O>[CH:38]1([NH:44][C:45]([NH:26][S:23]([C:20]2[CH:21]=[CH:22][C:17]([O:16][CH2:15][CH2:14][CH2:13][O:12][C:11]3[CH:27]=[CH:28][C:8]([O:1][C:2]4[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=4)=[CH:9][C:10]=3[CH2:29][CH2:30][CH3:31])=[CH:18][CH:19]=2)(=[O:24])=[O:25])=[O:46])[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]1
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 18502Cyclohexyl isocyanateHCID 586471284-[3-(4-Phenoxy-2-propylphenoxy)propoxy]benzenesulfonamide

생성물 1

HCID 9850927N-[(cyclohexylamino)carbonyl]-4-[3-(4-phenoxy-2-propylphenoxy)propoxy]benzenesulfonamide

시약·촉매·용매 1

HCID 180Acetone용매

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온도
65 °C

실험 절차

To a solution of 4-[3-(4-phenoxy-2-propyl phenoxy)propoxy]benzenesulfonamide (0.045 g, 0.102 mmol) and acetone (3 mL) was added potassium carbonate (0.028 g, 0.204 mmol). To the resulting suspension was added cyclohexyl isocyanate (0.026 mL, 0.204 mmol) dropwise. The reaction suspension was then stirred in a 65° C. oil bath for 6 h. After cooling to room temperature, the reaction was concentrated to a residue. The residue was partitioned between ethyl acetate and water. The ethyl acetate phase was dried over sodium sulfate, filtered, and concentrated to an oil. The oil was chromatographed over silica gel with hexanes/ethyl acetate (4:1) and hexanes/ethyl acetate (3:1) to obtain the title compound.

후처리

  1. temperatureAfter cooling to room temperature
  2. concentrationthe reaction was concentrated to a residue
  3. customThe residue was partitioned between ethyl acetate and water
  4. dry with materialThe ethyl acetate phase was dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated to an oil
  7. customThe oil was chromatographed over silica gel with hexanes/ethyl acetate (4:1) and hexanes/ethyl acetate (3:1)

출처 및 근거

ORD 기록
ord-8cadbd035cb24d7dbb22b5b977f2f8b2
출처 데이터셋
uspto-grants-2008_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07319170B2

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