Réaction #1029

ord-25314cafe14044c4a971af24b93211f4

Équation de réaction

CC(=O)c1nccc(-c2ccccn2)n1
2-acetyl-4-(pyrid-2-yl)-pyrimidine
NO
hydroxylamine
CC(=O)[O-].[Na+]
sodium acetate
CC(=NO)c1nccc(-c2ccccn2)n1
2-acetyl-4-(pyrid-2-yl)-pyrimidine oxime
Rendement 91.1%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températurewas heated
  2. 2
    Températureto reflux for 1.5 hours
  3. 3
    Filtrationfiltered
  4. 4
    Lavagewashed with hexane

Mode opératoire

A solution of 2-acetyl-4-(pyrid-2-yl)-pyrimidine (1.0 g), hydroxylamine (0.39 g) and sodium acetate (0.62 g) in a mixture of ethanol (10 ml) and water (2 ml) was heated to reflux for 1.5 hours. The reaction was then poured into water the precipitate filtered and washed with hexane to give 2-acetyl-4-(pyrid-2-yl)-pyrimidine oxime (0.98 g, 91% yield) as a white crystalline solid m.p. 196°-8° C.; 1H NMR: 2.50(3H,s); 7.42(1H,m); 7.88(1H,m); 8.30(1H,d); 8.59(1H,d); 8.74(1H,d); 8.90(1H,d); 10.85(1H,brs) ppm.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05723473uspto-grants-1998_03