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

HRID 74077ノート

反応式

HRID 74077 の反応式
[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]

参加物

7

反応物 3

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

生成物 1

HCID 574702662-Tert-butyl-5-aminobenzene-1-sulfonamide収率 102.2%

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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+).

後処理

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

出典と根拠

ORDレコード
ord-240ea692cec148549d1824f10264fcfc
出典データセット
uspto-grants-2014_09
特許番号
US08829204B2

反応ノート

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