Reaktion #698778

Reaktionsgleichung

ethyl bromopyruvate

2-imino-4-thiobiuret

→

ethyl 2-guanidino-thiazole-4-carboxylate hydrobromide

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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)+.

Quelle