Water → N-(3-Acetyl-4-chlorophenyl)methanesulfonamide

HRID 982835노트

반응식

HRID 982835 반응식
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:11])=[C:6]([C:8](=[O:10])[CH3:9])[CH:7]=1.[CH3:12][S:13](Cl)(=[O:15])=[O:14].O>C1(C)C=CC=CC=1>[C:8]([C:6]1[CH:7]=[C:2]([NH:1][S:13]([CH3:12])(=[O:15])=[O:14])[CH:3]=[CH:4][C:5]=1[Cl:11])(=[O:10])[CH3:9]

참가 물질

5

반응물 3

HCID 962WaterHCID 31297Methanesulfonyl chlorideHCID 15019111-(5-amino-2-chlorophenyl)ethanone

생성물 1

HCID 22141405N-(3-Acetyl-4-chlorophenyl)methanesulfonamide

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

1-(5-Amino-2-chlorophenyl)ethanone (411 mg; synthesized by the process reported by Radziejewski et al., Heterocycles, vol. 26, pp. 1227-1238 (1987)) was dissolved in toluene (5 mL), and pyridine(235 μL) and methanesulfonyl chloride (225 μL) were added. The resulting mixture was stirred at room temperature for 50 minutes. After adding water (50 mL), the reaction mixture was extracted with ethyl acetate (500 mL). The organic layer was washed with an aqueous 1 N hydrochloric acid solution (50 mL) and saturated brine (50 mL) and then dried over anhydrous sodium sulfate (5 g). The solvent was distilled off under reduced pressure to yield the title compound (595 mg) as a colorless crystal.

후처리

  1. customsynthesized by the process
  2. extractionthe reaction mixture was extracted with ethyl acetate (500 mL)
  3. washThe organic layer was washed with an aqueous 1 N hydrochloric acid solution (50 mL) and saturated brine (50 mL)
  4. dry with materialdried over anhydrous sodium sulfate (5 g)
  5. distillationThe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-e9196ed676cd4f29864faf165c320028
출처 데이터셋
uspto-grants-2005_03
특허 번호
US06861444B2

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