Reacción #2467014

ord-c28ea22a0310457883012b15a9d1d9a1

Ecuación de reacción

Br.CC(=O)NCc1cccc(C(=O)CBr)n1
2-(acetylaminometyl)-6-bromoacetylpyridine hydrobromide
NC(=S)N=C(N)N
diaminomethylenethiourea
NCc1cccc(-c2csc(N=C(N)N)n2)n1
4-(6-aminomethylpyridin-2-yl)-2-(diaminomethyleneamino)thiazole
Rendimiento 42.4%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturawas refluxed for 10 hours
  2. 2
    OtroThe resulting precipitate was collected
  3. 3
    workup.DISSOLUTIONdissolved in water (50 ml)
  4. 4
    OtroThe separated product was collected
  5. 5
    Lavadowashed with water

Procedimiento

A mixture of 2-(acetylaminometyl)-6-bromoacetylpyridine hydrobromide (3.34 g) and diaminomethylenethiourea (1.01 g) in methanol (50 ml) was refluxed for 10 hours with stirring. The resulting precipitate was collected, dissolved in water (50 ml) and the solution was made basic with aqueous potassium carbonate. The separated product was collected and washed with water to give 4-(6-aminomethylpyridin-2-yl)-2-(diaminomethyleneamino)thiazole (0.90 g).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05364871uspto-grants-1994_11