Benzenesulfonamide → HCID 15104381, Verbindung

HRID 344185

Reaktionsgleichung

Reaktionsgleichung von HRID 344185
[CH2:1]([C:5]1[N:9]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[C:18]([C:23](O)=[O:24])=[CH:19][CH:20]=[CH:21][CH:22]=3)=[CH:13][CH:12]=2)[C:8]2[CH:26]=[CH:27][CH:28]=[CH:29][C:7]=2[N:6]=1)[CH2:2][CH2:3][CH3:4].S(Cl)(Cl)=O.[C:34]1([S:40]([NH2:43])(=[O:42])=[O:41])[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1>C(Cl)Cl.C(OCC)(=O)C.[Cl-].[Na+]>[C:34]1([S:40]([NH:43][C:23]([C:18]2[C:17]([C:14]3[CH:13]=[CH:12][C:11]([CH2:10][N:9]4[C:8]5[CH:26]=[CH:27][CH:28]=[CH:29][C:7]=5[N:6]=[C:5]4[CH2:1][CH2:2][CH2:3][CH3:4])=[CH:16][CH:15]=3)=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:24])(=[O:42])=[O:41])[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1

Komponenten

6

Edukt 3

HCID 7370BenzenesulfonamideHCID 24386Thionyl ChlorideHCID 4110026HCID 4110026, Verbindung

Produkt 1

HCID 15104381HCID 15104381, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 86643102Sodium chloride ethyl acetateLösungsmittel

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

960 mg (2.5 mmol) of 4'-[(2-n-butyl-benzimidazol-1-yl)-methyl]biphenyl-2-carboxylic acid are dissolved in 25 ml of methylene chloride, treated with 2 ml of thionyl chloride and heated under reflux for one hour. The solvent is then distilled off and evaporated 2 times after adding methylene chloride. 390 mg (2.5 mmol) of benzenesulphonamide are added to the residue and the mixture is heated for one hour at 140° C. After cooling, the oil obtained is taken up in ethyl acetate/sodium chloride solution and extracted 3 times using ethyl acetate. The combined ethyl acetate phases are dried over sodium sulphate, evaporated and the crude product obtained is purified over a silica gel column using methylene chloride/ethanol as eluting agent.

Aufarbeitung

  1. temperatureheated
  2. temperatureunder reflux for one hour
  3. distillationThe solvent is then distilled off
  4. customevaporated 2 times
  5. additionafter adding methylene chloride
  6. temperatureAfter cooling
  7. customthe oil obtained
  8. extractionextracted 3 times
  9. dry with materialThe combined ethyl acetate phases are dried over sodium sulphate
  10. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-62db22f44978472f964c5b6bd9136ec7
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05864043

Verknüpfte Notizen

Wird geladen…