Reacción #698778

ord-f50c18ad823042108b859b83988eafec

Ecuación de reacción

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

Reactivos

Ninguno

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

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

Procedimiento

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)+.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06001855uspto-grants-1999_12