Methanol → Methyl 2-hydroxy-5-sulfamoylbenzoate

To 62 mmol 2-hydroxy-5-sulfamoyl-benzoic acid in 80 ml THF was added 80 mmol CDI and the mixture heated at 50° C. for 1 h. 616 mmol methanol was then added, and the mixture was heated at 50° C. for 16 h. The mixture was then cooled to room temperature, concentrated in vacuo, and the residue chromatographed on silica gel (eluant: dichloromethane/methanol 20:1). The product containing fractions were concentrated in vacuo and the residue suspended in ethyl acetate and washed with aq NaHCO3 solution. The organic phase was dried with Na2SO4 and concentrated in vacuo to afford the title compound. MS (m/e): 230.2 ([M−H]−, 100%)

1. temperaturethe mixture was heated at 50° C. for 16 h
2. temperatureThe mixture was then cooled to room temperature
3. concentrationconcentrated in vacuo
4. customthe residue chromatographed on silica gel (eluant: dichloromethane/methanol 20:1)
5. additionThe product containing fractions
6. concentrationwere concentrated in vacuo
7. washwashed with aq NaHCO3 solution
8. dry with materialThe organic phase was dried with Na2SO4
9. concentrationconcentrated in vacuo

ORD-Eintrag

ord-8117a6bec1d04ba7a4c58f1bcef6855c

Quelldatensatz

uspto-grants-2008_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07319099B2