Reaktion #1579022

ord-5cd42c238e234c7aac371864cfa42aca

Reaktionsgleichung

Br.CC(=O)NCc1cccc(C(=O)CBr)n1
2-(acetylaminomethyl)-6-bromoacetyl-pyridine 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-(acetylaminomethyl)-6-bromoacetyl-pyridine 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: US05371097uspto-grants-1994_12