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

HRID 1896781노트

반응식

HRID 1896781 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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)

후처리

  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

출처 및 근거

ORD 기록
ord-b4c584f9d3f84788a2b0e7e4518ba0cd
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08518980B2

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