Sulfuric Acid → 6-Chloro-2-hydroxy-3-nitrobenzenesulfonamide

HRID 2301492노트

반응식

HRID 2301492 반응식
C([C:4]1[C:9]([N+:10]([O-:12])=[O:11])=[CH:8][CH:7]=[C:6]([Cl:13])[C:5]=1[S:14]([NH2:17])(=[O:16])=[O:15])(=O)C.Cl[Si](C)(C)C.S(=O)(=O)(O)[OH:24]>CO>[Cl:13][C:6]1[C:5]([S:14]([NH2:17])(=[O:16])=[O:15])=[C:4]([OH:24])[C:9]([N+:10]([O-:12])=[O:11])=[CH:8][CH:7]=1

참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 6397ChlorotrimethylsilaneHCID 183734452-Acetyl-6-chloro-3-nitrobenzenesulfonamide

생성물 1

HCID 112768176-Chloro-2-hydroxy-3-nitrobenzenesulfonamide수율 68%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of 2-acetyl6-chloro-3-nitrobenzenesulfonamide (1.72 g, 5.83 mmol), chlorotrimethylsilane (2 mL) and fuming sulfuric acid (0.5 mL) in methanol was heated to reflux for 20 hours. The solvent was evaporated. The residue was diluted with ethyl acetate and washed with water. The organic layer was then dried (Na2SO4) and concentrated to give the desired product (1.0 g, 68%). EI-MS (m/z) 251.1, 253.2 (M−).

후처리

  1. temperatureto reflux for 20 hours
  2. customThe solvent was evaporated
  3. additionThe residue was diluted with ethyl acetate
  4. washwashed with water
  5. dry with materialThe organic layer was then dried (Na2SO4)
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-876eafb779e441418151c09417b56faa
출처 데이터셋
uspto-grants-2002_12
특허 번호
US06500863B1

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