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Water → N-(3,4-dichloro-5-isothiazolecarbonyl)-N-(4-chlorophenyl)-4-methoxybenzenesulfonamide

HRID 49406
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HRID 49406 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][S:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)(=[O:11])=[O:10])=[CH:4][CH:3]=1.[Cl:20][C:21]1[C:25]([Cl:26])=[C:24]([C:27](Cl)=[O:28])[S:23][N:22]=1.O>CN(C)C=O>[Cl:20][C:21]1[C:25]([Cl:26])=[C:24]([C:27]([N:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)[S:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)(=[O:11])=[O:10])=[O:28])[S:23][N:22]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 962WaterHCID 598671N-(4-Chlorophenyl)-4-methoxybenzenesulfonamideHCID 109768863,4-Dichloro-5-isothiazolecarbonyl chloride

생성물 1

HCID 11408949N-(3,4-dichloro-5-isothiazolecarbonyl)-N-(4-chlorophenyl)-4-methoxybenzenesulfonamide수율 36.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

To a solution of N-(4-chlorophenyl)-4-methoxybenzenesulfonamide (1.98 g) in unhydrous N,N-dimethylformamide (20 ml) 60% sodium hydride (0.24 g) was added at room temperature. After stirring the reaction mixture at the same temperature for 1 hour, a solution of 3,4-dichloro-5-isothiazolecarbonyl chloride (1.1 g) in unhydrous N,N-dimethylformamide (10 ml) was added thereto dropwise. After finishing the addition, the reaction mixture was stirred at room temperature for 18 hours and poured into water. The mixture was extracted with ethyl acetate and the organic phase was washed with water and dried with unhydrous sodium sulfate. The crude product obtained by distilling off the solvent under reduced pressure was recrystallized from ethanol to obtain N-(3,4-dichloro-5-isothiazolecarbonyl)-N-(4-chlorophenyl)-4-methoxybenzenesulfonamide (0.89 g). mp 154-158° C.

후처리

  1. additionthe addition
  2. stirringthe reaction mixture was stirred at room temperature for 18 hours
  3. extractionThe mixture was extracted with ethyl acetate
  4. washthe organic phase was washed with water
  5. dry with materialdried with unhydrous sodium sulfate
  6. customThe crude product obtained
  7. distillationby distilling off the solvent under reduced pressure
  8. customwas recrystallized from ethanol

출처 및 근거

ORD 기록
ord-3585ca59184a4e89bbba02979f2ff0d0
출처 데이터셋
uspto-grants-2004_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06706748B2

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