Stannous Chloride → 2-Tert-butyl-5-aminobenzene-1-sulfonamide

HRID 74077노트

반응식

HRID 74077 반응식
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-])=O)=[CH:7][C:6]=1[S:14]([NH2:17])(=[O:16])=[O:15])([CH3:4])([CH3:3])[CH3:2].Cl[Sn]Cl.C([O-])(O)=O.[Na+]>CCO.CCOC(C)=O.O>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][C:6]=1[S:14]([NH2:17])(=[O:15])=[O:16])([CH3:4])([CH3:2])[CH3:3]

참가 물질

7

반응물 3

HCID 24479Stannous ChlorideHCID 516892Sodium BicarbonateHCID 574702652-Tert-butyl-5-nitrobenzene-1-sulfonamide

생성물 1

HCID 574702662-Tert-butyl-5-aminobenzene-1-sulfonamide수율 102.2%

시약·촉매·용매 3

HCID 702Ethanol용매HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

A solution of 2-tert-butyl-5-nitrobenzene-1-sulfonamide (32 mg, 0.12 mmol) and SnCl2 2H2O (138 mg, 0.61 mmol) in EtOH (1.5 mL) was heated in microwave oven at 100° C. for 30 min. The mixture was diluted with EtOAc and water, basified with sat. NaHCO3 and filtered through Celite. The organic layer was separated from water and dried over Na2SO4. Solvent was removed by evaporation to provide 2-tert-butyl-5-aminobenzene-1-sulfonamide (E-7) (28 mg, 100%), which was used without further purification. HPLC ret. time 1.99 min, 10-99% CH3CN, 5 min run; ESI-MS 229.3 m/z (MH+).

후처리

  1. filtrationfiltered through Celite
  2. customThe organic layer was separated from water
  3. dry with materialdried over Na2SO4
  4. customSolvent was removed by evaporation

출처 및 근거

ORD 기록
ord-240ea692cec148549d1824f10264fcfc
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829204B2

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