Réaction #698778

ord-f50c18ad823042108b859b83988eafec

Équation de réaction

CCOC(=O)C(=O)CBr
ethyl bromopyruvate
NC(=S)N=C(N)N
2-imino-4-thiobiuret
Br.CCOC(=O)c1csc(NC(=N)N)n1
ethyl 2-guanidino-thiazole-4-carboxylate hydrobromide

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

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

Mode opératoire

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)+.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US06001855uspto-grants-1999_12