Hydrochloric Acid → HCID 53858733, Verbindung

HRID 1494003

Reaktionsgleichung

Reaktionsgleichung von HRID 1494003
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:8]=1[O:9][CH2:10][CH:11](O)[CH2:12][OH:13].N1C=CC=CC=1.[CH2:21]([NH:23][S:24](Cl)(=[O:26])=[O:25])[CH3:22].Cl>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:8]=1[O:9][CH2:10][CH2:11][CH2:12][O:13][S:24](=[O:26])(=[O:25])[NH:23][CH2:21][CH3:22]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 3516GuaifenesinHCID 11040810Ethylsulfamoyl chloride

Produkt 1

HCID 53858733HCID 53858733, VerbindungAusbeute 69,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A solution of 19.8 g (0.1 mole) of glyceryl guaiacolate in 100 ml of methylene chloride and 21.6 ml (0.26 mole) of pyridine was added in a thin stream to a stirred solution of 37.3 g (0.26 mole) of ethysulfamoyl chloride (prepared using procedure of Example 2, pt. a) in 150 ml of methylene chloride, and the reaction mixture was stirred at ambient temperature overnight. The reaction mixture was treated with 150 ml of 2N hydrochloric acid solution, and the layers were separated. The organic layer was washed with 150 ml of 2N hydrochloric acid solution, twice with 150 ml portions of water, dried (magnesium sulfate), and the solvent was evaporated under reduced pressure. The residue was purified by chromatography (4.5×90 cm glass column; 500 g of silica gel; methylene chloride-acetone, 25:1). Fractions containing the product were combined, and the solvents wre evaporated under reduced pressure to give 20.2 g (49%) of the title compound as a light-yellow, viscous oil containing a trace of methylene chloride.

Aufarbeitung

  1. customprepared
  2. customthe layers were separated
  3. washThe organic layer was washed with 150 ml of 2N hydrochloric acid solution, twice with 150 ml portions of water
  4. dry with materialdried (magnesium sulfate)
  5. customthe solvent was evaporated under reduced pressure
  6. customThe residue was purified by chromatography (4.5×90 cm glass column; 500 g of silica gel; methylene chloride-acetone, 25:1)
  7. additionFractions containing the product
  8. customthe solvents wre evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-2a8af2add32d439e80b766bb945ed395
Quelldatensatz
uspto-grants-1991_06
Patentnummer
US05025031

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