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 2247325ノート

反応式

HRID 2247325 の反応式
[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

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 702Ethanol溶媒

実験手順

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

後処理

  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

出典と根拠

ORDレコード
ord-e3361c10afe240ba97726600db1c9f4b
出典データセット
uspto-grants-2010_03
特許番号
US07687637B2

反応ノート

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