Sodium Hydroxide → 2-(4-Chlorophenyl)-6-(methylsulfonyl)benzo[d]thiazole

HRID 1896781ノート

反応式

HRID 1896781 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]3[CH:16]=[C:15]([S:17][CH3:18])[CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:4][CH:3]=1.ClC1C=C(C=CC=1)C(OO)=[O:24].[OH-:30].[Na+]>ClCCl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[S:9][C:10]3[CH:16]=[C:15]([S:17]([CH3:18])(=[O:24])=[O:30])[CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 70297m-Chloroperbenzoic acidHCID 576174822-(4-Chlorophenyl)-6-(methylthio)benzo[d]thiazole

生成物 1

HCID 673329402-(4-Chlorophenyl)-6-(methylsulfonyl)benzo[d]thiazole収率 47%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 2-(4-chlorophenyl)-6-(methylthio)benzo[d]thiazole (240 mg, 0.82 mmol) in dichloromethane (20 mL) was added 3-chloroperoxybenzoic acid (77% in water, 710 mg, 4.11 mmol) over 5 min. The resulting mixture was stirred at room temperature for 3 h. 1M aqueous sodium hydroxide solution was added carefully, and the mixture was then stirred for 5 min. The organic layer was then washed with 1M aqueous sodium hydroxide solution, dried over anhydrous MgSO4 and evaporated. The resulting solid was recrystallised from hot ethyl acetate to afford 125 mg (47%) of the title compound (LCMS RT=6.81 min, MH+ 324.0)

後処理

  1. stirringthe mixture was then stirred for 5 min
  2. washThe organic layer was then washed with 1M aqueous sodium hydroxide solution
  3. dry with materialdried over anhydrous MgSO4
  4. customevaporated
  5. customThe resulting solid was recrystallised from hot ethyl acetate

出典と根拠

ORDレコード
ord-b4c584f9d3f84788a2b0e7e4518ba0cd
出典データセット
uspto-grants-2013_08
特許番号
US08518980B2

反応ノート

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