Reaction #1029

Reaction equation

2-acetyl-4-(pyrid-2-yl)-pyrimidine

hydroxylamine

sodium acetate

→

2-acetyl-4-(pyrid-2-yl)-pyrimidine oxime

Yield 91.1%

Solvents

water

ethanol

water

Conditions

Workup

1. 1
   Temperaturewas heated
2. 2
   Temperatureto reflux for 1.5 hours
3. 3
   Filtrationfiltered
4. 4
   Washwashed with hexane

Procedure

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