Reaktion #2467014

ord-c28ea22a0310457883012b15a9d1d9a1

Reaktionsgleichung

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
Ausbeute 42.4%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

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

Vorschrift

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).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05364871uspto-grants-1994_11