Hexanoyl chloride → N-[2-[3-(4-Chlorobenzyloxy)benzamido]benzenesulfonyl]hexanamide

HRID 1268110노트

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HRID 1268110 반응식
[C:1](Cl)(=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[Cl:9][C:10]1[CH:36]=[CH:35][C:13]([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])=[CH:12][CH:11]=1>CN(C)C1C=CN=CC=1.O1CCCC1>[Cl:9][C:10]1[CH:11]=[CH:12][C:13]([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:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])(=[O:31])=[O:30])=[O:20])=[CH:35][CH:36]=1

참가 물질

5

반응물 2

HCID 67340Hexanoyl chlorideHCID 120413153-(4-Chlorobenzyloxy)-N-(2-sulfamoylphenyl)benzamide

생성물 1

HCID 18544069N-[2-[3-(4-Chlorobenzyloxy)benzamido]benzenesulfonyl]hexanamide수율 97.1%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 8028Tetrahydrofuran용매

실험 절차

In a stream of nitrogen and at 0° C., 0.18 ml (1.30 mmol) of hexanoyl chloride was added to an anhydrous tetrahydrofuran (10 ml) solution containing 500 mg (1.2 mmol) of 3-(4-chlorobenzyloxy)-N-(2-sulfamoylphenyl)benzamide produced in Reference Example 4 and 293 mg (2.40 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 600 mg (yield: 97%) 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-50fce94270f04257a82bc93ecc6d4077
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06555584B1

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