Acetic Acid → HCID 21464438, Verbindung

HRID 1898811Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1898811
C[O-].[Na+].CO.[Cl:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([Cl:13])[C:8]=1[NH:14][S:15]([C:18]1[N:29]=[C:21]2[CH:22]=[C:23](Cl)[CH:24]=[C:25]([O:26][CH3:27])[N:20]2[N:19]=1)(=[O:17])=[O:16].[C:30](O)(=[O:32])C>CS(C)=O.ClCCl>[Cl:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([Cl:13])[C:8]=1[NH:14][S:15]([C:18]1[N:29]=[C:21]2[CH:22]=[C:23]([O:32][CH3:30])[CH:24]=[C:25]([O:26][CH3:27])[N:20]2[N:19]=1)(=[O:17])=[O:16]

Komponenten

7

Edukt 4

HCID 176Acetic AcidHCID 887MethanolHCID 10942334Sodium MethoxideHCID 21464355HCID 21464355, Verbindung

Produkt 1

HCID 21464438HCID 21464438, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Sodium methoxide in methanol (3.0 mL of 25 percent solution, 0.71 g, 0.013 mol) was added to a solution of N-(2,6-dichlorophenyl)-5-methoxy-7-chloro[1,2,4]triazolo[1,5-a]pyridine-2-sulfonamide (0.66 g, 0.0016 mol) in dimethyl sulfoxide (30 mL) with stirring over several hours. The mixture was allowed to react and was then acidified with acetic acid and diluted with dichloromethane. The resulting organic phase was recovered and washed with water and the volatiles were removed by evaporation under reduced pressure. The residue obtained was chromatographed on silica gel starting with 0.5 percent acetic acid in dichloromethane and gradually increasing the strength to 0.5 percent acetic acid plus 1.0 percent ethanol in dichloromethane. The product fractions were concentrated by evaporation under reduced pressure to obtain 118 mg (13 percent of theory) of the title compound as a pale yellow powder melting at 252°-253° C.(d).

Aufarbeitung

  1. customto react
  2. customThe resulting organic phase was recovered
  3. washwashed with water
  4. customthe volatiles were removed by evaporation under reduced pressure
  5. customThe residue obtained
  6. customwas chromatographed on silica gel starting with 0.5 percent acetic acid in dichloromethane
  7. temperaturegradually increasing the strength to 0.5 percent acetic acid plus 1.0 percent ethanol in dichloromethane
  8. concentrationThe product fractions were concentrated by evaporation under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f1138f1804164c72bed7d33b44dd1943
Quelldatensatz
uspto-grants-1996_11
Patentnummer
US05571775

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