Benzenesulfonamide, 3-amino- → 3-Hydroxybenzenesulfonamide

HRID 2251733노트

반응식

HRID 2251733 반응식
N[C:2]1[CH:3]=[C:4]([S:8]([NH2:11])(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.N([O-])=[O:13].[Na+]>S(=O)(=O)(O)O.O>[OH:13][C:2]1[CH:3]=[C:4]([S:8]([NH2:11])(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 2

HCID 7377Benzenesulfonamide, 3-amino-HCID 23668193Sodium Nitrite

생성물 1

HCID 6375573-Hydroxybenzenesulfonamide수율 89.6%

시약·촉매·용매 2

HCID 962Water용매HCID 1118Sulfuric Acid용매

실험 절차

To a solution of 3-aminobenzenesulfonamide (2.35 g, 13.6 mmol) in 30% sulfuric acid (18 mL) stirred in a 0° C. ice-water bath was added dropwise a solution of sodium nitrite (1.22 g, 17.7 mmol) in water (10 mL). The resulting reaction solution continued to stir in an ice-water bath for 30 min. The solution was then stirred in a 100° C. oil bath for 30 min. After cooling to room temperature, the reaction solution was partitioned between ethyl acetate and brine. After shaking, the aqueous phase was extracted with ethyl acetate. The combined ethyl acetate phases were dried over sodium sulfate, filtered, and concentrated to a yellow solid (2.11 g, 89% yield).

후처리

  1. customThe resulting reaction solution
  2. stirringThe solution was then stirred in a 100° C. oil bath for 30 min
  3. customthe reaction solution was partitioned between ethyl acetate and brine
  4. stirringAfter shaking
  5. extractionthe aqueous phase was extracted with ethyl acetate
  6. dry with materialThe combined ethyl acetate phases were dried over sodium sulfate
  7. filtrationfiltered

출처 및 근거

ORD 기록
ord-2c516d31005e4301b76ff3a17b3dd79e
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07319170B2

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