Sodium Hydroxide → Sulfapyridine

HRID 1639484

반응식

HRID 1639484 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][S:8]([C:11]1[CH:16]=[CH:15][C:14]([NH:17]C(=O)C)=[CH:13][CH:12]=1)(=[O:10])=[O:9].[OH-].[Na+]>C(O)C.COCC(O)C>[NH2:17][C:14]1[CH:15]=[CH:16][C:11]([S:8]([NH:7][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)(=[O:10])=[O:9])=[CH:12][CH:13]=1

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 58638Acetylsulfapyridine

생성물 1

HCID 5336Sulfapyridine수율 70.7%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 79001-Methoxy-2-propanol용매

실험 절차

The isolated N-[4-[(2-pyridinylamino)sulfonyl]phenyl]-acetamide was dissolved in 2.5 l of a mixture of ethanol and 1-methoxy-2-propanol (1/1). 105 g (2.66 mol) NaOH was added and the mixture was refluxed for an hour. The reaction mixture was allowed to cool down to room temperature and the solvent was removed under reduced pressure. The residue was dissolved in 1300 ml water and the mixture was acidified to pH 1 using HCl (conc.). The precipitated impurities were removed by filtration and the aqueous fraction was extracted three times with 450 ml methylene chloride. The aqueous fraction was neutralized to pH 7, using a 10 N NaOH solution. 4-amino-N-2-pyridinyl-benzenesulfonamide precipitated from the medium, was isolated by filtration and dried. 93.4 g (70.7%) of 4-amino-N-2-pyridinyl-benzenesulfonamide was isolated.

후처리

  1. temperaturethe mixture was refluxed for an hour
  2. customthe solvent was removed under reduced pressure
  3. dissolutionThe residue was dissolved in 1300 ml water
  4. customThe precipitated impurities were removed by filtration
  5. extractionthe aqueous fraction was extracted three times with 450 ml methylene chloride
  6. custom4-amino-N-2-pyridinyl-benzenesulfonamide precipitated from the medium
  7. customwas isolated by filtration
  8. customdried

출처 및 근거

ORD 기록
ord-1e91d05838d1497da1473a756ff858d5
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08110338B2

연결된 노트

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