Chloroacetaldehyde → HCID 178503524, compound

Participants

Reaction Conditions

Reaction Steps

2-(Methylthio)4-hydroxy-6-aminopyrimidine (3.1) (40 g) and sodium acetate (40 g, 2 eq.) were mixed with water (600 ml) and the slurry heated to 80° C. with vigorous stirring. To the mixture was then added chloroacetaldehyde (50 wt. % in water, 40 g, 1 eq.), slowly over 10 mins. The mixture turned yellow in colour and the solid mostly dissolved, before a new solid precipitated. After a further 30 mins, the mixture was allowed to cool overnight, then the solid was collected by filtration, washed well with water and then with acetone. Dried under vacuum at 50° C. to give (3.2), 8.7 g. δH (300MHz, DMSO-db); 2.49 (3H, s, SCH3), 6.33 (1H, m, H7), 6.89 (1H, m, H8), 11.74 and 12.03 (2×broad s, D2O exch.) ppm.

Provenance & Evidence