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Methanol → Methyl 2-[(3-hydroxypropyl)sulfonyl]-5-sulfamoylbenzoate

HRID 2118580
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2118580
[OH:1][CH2:2][CH2:3][CH2:4][S:5][C:6]1[CH:11]=[CH:10][C:9]([S:12]([NH2:15])(=[O:14])=[O:13])=[CH:8][C:7]=1[C:16]([OH:18])=[O:17].OS(O)(=O)=O.[CH3:24]O>>[OH:1][CH2:2][CH2:3][CH2:4][S:5][C:6]1[CH:11]=[CH:10][C:9]([S:12]([NH2:15])(=[O:14])=[O:13])=[CH:8][C:7]=1[C:16]([O:18][CH3:24])=[O:17]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 13960351HCID 13960351, Verbindung

Produkt 1

HCID 13960352Methyl 2-[(3-hydroxypropyl)sulfonyl]-5-sulfamoylbenzoate

Versuchsvorschrift

4-(3-hydroxypropylthio)-3-carboxybenzene-sulfonamide (15 g, 0.0515 mol) and concentrated H2SO4 (4 ml) were dissolved in methanol (150 ml) and refluxed on a steam bath for about 5 hours. The solvent was removed and the residue was treated with water. The mixture was extracted with ethylacetate, which was washed with water, saturated sodium bicarbonate, water and brine. After drying, removal of the solvent left a tannish solid. Recrystallization from 1,2-dichloroethane gave 13.5 g of a white solid. M.p.=123°-125°.

Aufarbeitung

  1. temperaturerefluxed on a steam bath for about 5 hours
  2. customThe solvent was removed
  3. additionthe residue was treated with water
  4. extractionThe mixture was extracted with ethylacetate, which
  5. washwas washed with water, saturated sodium bicarbonate, water and brine
  6. customAfter drying
  7. customremoval of the solvent
  8. waitleft a tannish solid
  9. customRecrystallization from 1,2-dichloroethane

Quellen und Nachweise

ORD-Eintrag
ord-6f0fe8d684c841c9b62bd4e57bf96653
Quelldatensatz
uspto-grants-1987_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04678855

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