N-[5-(3,5-Dichloro-4-sulfamoyl-phenyl)-4-methyl-thiazol-2-yl]-acetamide → 4-(2-Amino-4-methyl-thiazol-5-yl)-2,6-dichloro-benzenesulfonamide

HRID 2247325노트

반응식

HRID 2247325 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([C:13]2[S:17][C:16]([NH:18]C(=O)C)=[N:15][C:14]=2[CH3:22])[CH:5]=[C:6]([Cl:12])[C:7]=1[S:8](=[O:11])(=[O:10])[NH2:9]>Cl.C(O)C>[NH2:18][C:16]1[S:17][C:13]([C:4]2[CH:5]=[C:6]([Cl:12])[C:7]([S:8]([NH2:9])(=[O:10])=[O:11])=[C:2]([Cl:1])[CH:3]=2)=[C:14]([CH3:22])[N:15]=1

참가 물질

4

반응물 1

HCID 86598402N-[5-(3,5-Dichloro-4-sulfamoyl-phenyl)-4-methyl-thiazol-2-yl]-acetamide

생성물 1

HCID 858616664-(2-Amino-4-methyl-thiazol-5-yl)-2,6-dichloro-benzenesulfonamide

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 702Ethanol용매

실험 절차

A solution of N-[5-(3,5-dichloro-4-sulfamoyl-phenyl)-4-methyl-thiazol-2-yl]-acetamide (Example 6) (0.70 g, 1.84 mmol) in aqueous hydrochloric acid (5M, 10 ml) and ethanol (20 ml) is heated at reflux for 90 minutes. When cool, the mixture is concentrated to remove ethanol and the aqueous solution is brought to pH 9 by addition of aqueous sodium hydroxide (4M). The product is extracted with n-butanol (50 ml) and the organic extract is dried over MgSO4. Removal of the solvent followed by chromatography on silica (eluting with ethyl acetate—hexane, 2:1 increasing to 4:1) affords the title compd. MH+ (MS, AP+): 337.8, 339.5

후처리

  1. temperatureat reflux for 90 minutes
  2. temperatureWhen cool
  3. concentrationthe mixture is concentrated
  4. customto remove ethanol
  5. additionthe aqueous solution is brought to pH 9 by addition of aqueous sodium hydroxide (4M)
  6. extractionThe product is extracted with n-butanol (50 ml)
  7. extractionthe organic extract
  8. dry with materialis dried over MgSO4
  9. customRemoval of the solvent
  10. customaffords the title

출처 및 근거

ORD 기록
ord-e3361c10afe240ba97726600db1c9f4b
출처 데이터셋
uspto-grants-2010_03
특허 번호
US07687637B2

반응 노트

불러오는 중…