Methanol → 2-Hydroxy-5-methylsulfamoyl-benzoic acid methyl ester

HRID 1352272Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1352272
[OH:1][C:2]1[CH:10]=[CH:9][C:8]([S:11](=[O:15])(=[O:14])[NH:12][CH3:13])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH:16]1N=CN(C(N2C=NC=C2)=O)C=1.CO>C1COCC1>[CH3:16][O:5][C:4](=[O:6])[C:3]1[CH:7]=[C:8]([S:11](=[O:15])(=[O:14])[NH:12][CH3:13])[CH:9]=[CH:10][C:2]=1[OH:1]

Komponenten

5

Edukt 3

HCID 887MethanolHCID 682631,1'-CarbonyldiimidazoleHCID 144900612-Hydroxy-5-methylsulfamoyl-benzoic acid

Produkt 1

HCID 230467632-Hydroxy-5-methylsulfamoyl-benzoic acid methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

To 77 mmol 2-hydroxy-5-methylsulfamoyl-benzoic acid in 300 ml THF was added 85 mmol CDI and the mixture heated at 70° C. for 1 h. 770 mmol methanol was then added and the mixture was heated at 70° C. for 16 h. The mixture was then cooled to room temperature and concentrated in vacuo. The residue was chromatographed on silica gel (eluant: ethyl acetate/heptane/dichloromethane 45:45:10) to afford the title compound. MS (m/e): 244.1 ([M−H]−, 100%)

Aufarbeitung

  1. temperaturethe mixture was heated at 70° C. for 16 h
  2. temperatureThe mixture was then cooled to room temperature
  3. concentrationconcentrated in vacuo
  4. customThe residue was chromatographed on silica gel (eluant: ethyl acetate/heptane/dichloromethane 45:45:10)

Quellen und Nachweise

ORD-Eintrag
ord-f8482bdb7bd04b1e9f1c57aabaf9e74f
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07220744B2

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