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Acetic Anhydride → N-[2-(3-Cyclohexylmethoxybenzamido)benzenesulfonyl]acetamide

HRID 1268120
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HRID 1268120 반응식
[C:1](OC(=O)C)(=[O:3])[CH3:2].[CH:8]1([CH2:14][O:15][C:16]2[CH:17]=[C:18]([CH:32]=[CH:33][CH:34]=2)[C:19]([NH:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[S:28](=[O:31])(=[O:30])[NH2:29])=[O:20])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1>CN(C)C1C=CN=CC=1.O1CCCC1>[CH:8]1([CH2:14][O:15][C:16]2[CH:17]=[C:18]([CH:32]=[CH:33][CH:34]=2)[C:19]([NH:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[S:28]([NH:29][C:1](=[O:3])[CH3:2])(=[O:31])=[O:30])=[O:20])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1
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참가 물질

5

반응물 2

HCID 7918Acetic AnhydrideHCID 120413213-Cyclohexylmethoxy-N-(2-sulfamoylphenyl)benzamide

생성물 1

HCID 18544149N-[2-(3-Cyclohexylmethoxybenzamido)benzenesulfonyl]acetamide수율 99.9%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 8028Tetrahydrofuran용매

실험 절차

In a stream of nitrogen and at 0° C., 0.11 ml (1.10 mmol) of acetic anhydride was added to an anhydrous tetrahydrofuran (10 ml) solution containing 400 mg (1.00 mmol) of 3-cyclohexylmethoxy-N-(2-sulfamoylphenyl)benzamide produced in Reference Example 7 and 237 mg (1.90 mmol) of 4-dimethylaminopyridine, the mixture was stirred at room temperature for 1 hour and then the solvent was evaporated under a reduced pressure. The resulting residue was dissolved in ethyl acetate, washed with water, a potassium hydrgensulfate aqueous solution and saturated brine in that order and dried over anhydrous sodium sulfate, and then the solvent was evaporated under a reduced pressure. The resulting residue was purified by a silica gel column chromatography to obtain 430 mg (yield: 96.9%) of the title compound.

후처리

  1. customthe solvent was evaporated under a reduced pressure
  2. dissolutionThe resulting residue was dissolved in ethyl acetate
  3. washwashed with water
  4. dry with materiala potassium hydrgensulfate aqueous solution and saturated brine in that order and dried over anhydrous sodium sulfate
  5. customthe solvent was evaporated under a reduced pressure
  6. customThe resulting residue was purified by a silica gel column chromatography

출처 및 근거

ORD 기록
ord-45ab3ecf62ba49548cc9942a67151224
출처 데이터셋
uspto-grants-2003_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06555584B1

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