Réaction #2467014

ord-c28ea22a0310457883012b15a9d1d9a1

Équation de réaction

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
Rendement 42.4%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

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

Mode opératoire

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).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05364871uspto-grants-1994_11