Ethyl bromopyruvate → HCID 178419569, Verbindung

HRID 611596

Reaktionsgleichung

Reaktionsgleichung von HRID 611596
[Br:1][CH2:2][C:3](=O)[C:4]([O:6][CH2:7][CH3:8])=[O:5].[C:10]([NH2:16])([NH2:15])=[N:11][C:12]([NH2:14])=[S:13]>C(O)C>[BrH:1].[NH:11]([C:12]1[S:13][CH:2]=[C:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[N:14]=1)[C:10]([NH2:16])=[NH:15]

Komponenten

4

Edukt 2

HCID 66144Ethyl bromopyruvateHCID 2724563Amidinothiourea

Produkt 1

HCID 178419569HCID 178419569, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

13.9 ml of ethyl bromopyruvate are added to a solution of 11.81 g of 2-imino-4-thiobiuret (Aldrich) in 100 ml of ethanol and the reaction mixture is heated under reflux for 3 hours (J. Med. Chem. 34, 914-918 (1991)). Subsequently, the mixture is cooled to room temperature and the reaction product is precipitated by the addition of 550 ml of ethyl acetate and filtered off. There are obtained 14.6 g of yellowish ethyl 2-guanidino-thiazole-4-carboxylate hydrobromide. MS: 214 (M)+.

Aufarbeitung

  1. temperaturethe reaction mixture is heated
  2. temperatureunder reflux for 3 hours (J. Med. Chem. 34, 914-918 (1991))
  3. customthe reaction product is precipitated by the addition of 550 ml of ethyl acetate
  4. filtrationfiltered off

Quellen und Nachweise

ORD-Eintrag
ord-f50c18ad823042108b859b83988eafec
Quelldatensatz
uspto-grants-1999_12
Patentnummer
US06001855

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