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Acetic Anhydride → N-[2-[3-(4-Chlorobenzyloxy)benzamido]benzenesulfonyl]acetamide

HRID 1268109
ノート
印刷プレビュー

反応式

HRID 1268109 の反応式
[C:1](OC(=O)C)(=[O:3])[CH3:2].[Cl:8][C:9]1[CH:35]=[CH:34][C:12]([CH2:13][O:14][C:15]2[CH:16]=[C:17]([CH:31]=[CH:32][CH:33]=2)[C:18]([NH:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[S:27](=[O:30])(=[O:29])[NH2:28])=[O:19])=[CH:11][CH:10]=1>CN(C)C1C=CN=CC=1.O1CCCC1>[Cl:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:13][O:14][C:15]2[CH:16]=[C:17]([CH:31]=[CH:32][CH:33]=2)[C:18]([NH:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[S:27]([NH:28][C:1](=[O:3])[CH3:2])(=[O:30])=[O:29])=[O:19])=[CH:34][CH:35]=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 120413153-(4-Chlorobenzyloxy)-N-(2-sulfamoylphenyl)benzamide

生成物 1

HCID 18544080N-[2-[3-(4-Chlorobenzyloxy)benzamido]benzenesulfonyl]acetamide収率 52.7%

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., 0.12 ml (1.30 mmol) of acetic anhydride was added to an anhydrous tetrahydrofuran (10 ml) solution containing 500 mg (1.20 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 recrystallized from an ethyl acetate-diethyl ether mixed solvent to obtain 290 mg (yield: 52.7%) 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 recrystallized from an ethyl acetate-diethyl ether mixed solvent

出典と根拠

ORDレコード
ord-70071fae955146d4b4ea3384ca24958b
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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