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

HRID 1268120
ノート
印刷プレビュー

反応式

HRID 1268120 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-45ab3ecf62ba49548cc9942a67151224
出典データセット
uspto-grants-2003_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06555584B1

反応ノート

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