Ethyl 2-aminooxypropanoate → (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(1-ethoxy-1-oxopropan-2-yl)oxyiminoacetic acid

HRID 375273Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 375273
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7](=O)[C:8]([OH:10])=[O:9])[N:6]=1.[CH2:12]([O:14][C:15]([CH:17]([O:19][NH2:20])[CH3:18])=[O:16])[CH3:13]>CN(C)C=O.CO>[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:20]/[O:19][CH:17]([C:15]([O:14][CH2:12][CH3:13])=[O:16])[CH3:18])/[C:8]([OH:10])=[O:9])[N:6]=1

Komponenten

5

Edukt 2

HCID 548209Ethyl 2-aminooxypropanoateHCID 127833204-Thiazoleacetic acid, 2-amino-alpha-oxo-

Produkt 1

HCID 13729186(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(1-ethoxy-1-oxopropan-2-yl)oxyiminoacetic acidAusbeute 86,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

17.2 g of (2-amino-4-thiazolyl)glyoxylic acid are added whilst cooling with ice to a solution of 14.6 g of O-(1-ethoxycarbonylethyl)hydroxylamine in 20 ml of dimethylformamide. The solution is stirred for 12 hours without cooling, and then diluted with 180 ml of methanol. In order to complete crystallisation, stirring continues for 5 hours at -5°, and then the product is filtered off by suction and dried. 24.7 g (86%) of the title compound are obtained. M.p.: 166°.

Aufarbeitung

  1. temperaturewithout cooling
  2. customcrystallisation
  3. stirringstirring
  4. waitcontinues for 5 hours at -5°
  5. filtrationthe product is filtered off by suction
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-3d2a7f428fa34bbe8c29628851aae31b
Quelldatensatz
uspto-grants-1996_01
Patentnummer
US05484928

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