Ethanol → Ethyl 2-(2-Amino-4-thiazolyl)-2-oxoacetate

HRID 261679

Reaktionsgleichung

Reaktionsgleichung von HRID 261679
ON=[C:3]([C:9]1[N:10]=[C:11]([NH2:14])[S:12][CH:13]=1)[C:4]([O:6][CH2:7][CH3:8])=[O:5].C([OH:17])C.S(=O)(O)[O-].[Na+]>O>[NH2:14][C:11]1[S:12][CH:13]=[C:9]([C:3](=[O:17])[C:4]([O:6][CH2:7][CH3:8])=[O:5])[N:10]=1

Komponenten

5

Edukt 3

HCID 702EthanolHCID 6738988Ethyl 2-(2-aminothiazole-4-yl)-2-hydroxyiminoacetateHCID 23665763Sodium Bisulfite

Produkt 1

HCID 4356513Ethyl 2-(2-Amino-4-thiazolyl)-2-oxoacetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of ethyl 2-hydroxyimino-2-(2-amino-1,3-thiazol-4-yl)acetate (a mixture of syn and anti isomers) (0.37 g), ethanol (5 ml), water (5 ml) and sodium bisulfite (0.72 g) was stirred for 12 hours at 65° to 70° C. The reaction mixture was concentrated and water (10 ml) was added to the residue. The resulting mixture was subjected to salting-out and extracted with ethyl acetate. The extract was dried over magnesium sulfate and concentrated to give yellow crystals of ethyl 2-(2-amino-1,3-thiazol-4-yl)glyoxylate (0.18 g), mp 115° to 120° C.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated
  2. additionwater (10 ml) was added to the residue
  3. extractionextracted with ethyl acetate
  4. dry with materialThe extract was dried over magnesium sulfate
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-5e5c1c2b9bea493984df1ffe65c8cfa6
Quelldatensatz
uspto-grants-1979_08
Patentnummer
US04166115

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