Water → HCID 53888739, Verbindung

HRID 1494000

Reaktionsgleichung

Reaktionsgleichung von HRID 1494000
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:8]=1[O:9][CH2:10][CH:11]([OH:14])[CH2:12][OH:13].N1C=CC=CC=1.[CH3:21][NH:22][S:23](Cl)(=[O:25])=[O:24].O>C(Cl)Cl>[OH:14][CH:11]([CH2:10][O:9][C:8]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[O:2][CH3:1])[CH2:12][O:13][S:23](=[O:25])(=[O:24])[NH:22][CH3:21]

Komponenten

6

Edukt 4

HCID 962WaterHCID 1049PyridineHCID 3516GuaifenesinHCID 11789235N-Methylsulfamoyl chloride

Produkt 1

HCID 53888739HCID 53888739, VerbindungAusbeute 37 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A solution of 26.5 g (0.13 mole) of glycerol guaiacolate in 100 ml of methylene chloride and 10.8 ml (0.13 mole) of pyridine was added in a thin stream to a stirred solution of 17.1 g (0.13 mole) of N-methylsulfamoyl chloride in 70 ml of methylene chloride, and the reaction mixture was stirred at ambient temperature for 2 hr. The reaction mixture was treated with 150 ml of water, the layers were separated, and the organic layer was washed successively with a 200 ml portion of 2N hydrochloric acid solution, four 200 ml portions of water, dried (magnesium sulfate), and the solvent was evaporated under reduced pressure to yield a viscous oil. The oil was purified by preparative high pressure liquid chromatography. Fractions containing the desired product were combined and the solvents evaporated under reduced pressure to give 13.9 g (37%) of the title compound as a yellow gum.

Aufarbeitung

  1. customthe layers were separated
  2. washthe organic layer was washed successively with a 200 ml portion of 2N hydrochloric acid solution, four 200 ml portions of water
  3. dry with materialdried (magnesium sulfate)
  4. customthe solvent was evaporated under reduced pressure
  5. customto yield a viscous oil
  6. customThe oil was purified by preparative high pressure liquid chromatography
  7. additionFractions containing the desired product
  8. customthe solvents evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-21a14e0421be4c83ae0c02a3bdc892d8
Quelldatensatz
uspto-grants-1991_06
Patentnummer
US05025031

Verknüpfte Notizen

Wird geladen…