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Hydrochloric Acid → 2-(2-Propanesulfonylamino-1,3-thiazol-4-yl)glyoxylic acid

HRID 325370
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 325370
[CH2:1]([S:4]([NH:7][C:8]1[S:9][CH:10]=[C:11]([C:13](=[O:19])[C:14]([O:16]CC)=[O:15])[N:12]=1)(=[O:6])=[O:5])[CH2:2][CH3:3].[OH-].[Na+].Cl>>[CH2:1]([S:4]([NH:7][C:8]1[S:9][CH:10]=[C:11]([C:13](=[O:19])[C:14]([OH:16])=[O:15])[N:12]=1)(=[O:6])=[O:5])[CH2:2][CH3:3]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 20254346Ethyl 2-(2-propanesulfonylamino-1,3-thiazol-4-yl)glyoxylateHCID 178461072HCID 178461072, Verbindung

Produkt 1

HCID 202543652-(2-Propanesulfonylamino-1,3-thiazol-4-yl)glyoxylic acid

Versuchsvorschrift

A mixture of ethyl 2-(2-propanesulfonylamino-1,3-thiazol-4-yl)glyoxylate, which can be represented as ethyl 2-(2-propanesulfonylimino-2,3-dihydro-1,3-thiazol-4-yl)glyoxylate, (12.0 g.) and 1 N sodium hydroxide aqueous solution (93 ml.) was stirred for 1 hour under ice-cooling. After the reaction, to the reaction mixture was added 1 N hydrochloric acid (95 ml.) and the mixture was extracted with ethyl acetate under saturation with sodium chloride. The extract was washed with a saturated aqueous solution of sodium chloride and dried. The solvent was distilled off from the extract, and the residue was washed in diethyl ether, collected by filtration and dried to give 2-(2-propanesulfonylamino-1,3-thiazol-4-yl)glyoxylic acid, which can be represented as 2-(2-propanesulfonylimino-2,3-dihydro-1,3-thiazol-4-yl)glyoxylic acid, (7.3 g.), mp. 148° to 150° C.

Aufarbeitung

  1. temperaturecooling
  2. customAfter the reaction
  3. extractionthe mixture was extracted with ethyl acetate under saturation with sodium chloride
  4. washThe extract was washed with a saturated aqueous solution of sodium chloride
  5. customdried
  6. distillationThe solvent was distilled off from the extract
  7. washthe residue was washed in diethyl ether
  8. filtrationcollected by filtration
  9. customdried

Quellen und Nachweise

ORD-Eintrag
ord-430a3b7cf0da4d10abee20bc1c446183
Quelldatensatz
uspto-grants-1984_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04440766

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