Ammonia → HCID 178463890, compound

Participants

Reaction Conditions

Reaction Steps

Powdered citric acid monohydrate (42.0 g) was added in small portions over one hour to concentrated sulphuric acid (180 ml) at 0° C and the mixture stirred until a clear solution was obtained. N,N-Diethylguanidine sulphate (32.8 g) was added over 15 minutes and the solution stirred for one hour at the ambient temperature (ca 22°-24° C) and then at 90° C for a further 2 hours. After dilution of the mixture with deionised water (1050 ml), ammonia solution (s.g. 0.880) was added to adjust the pH to 4, and the mixture cooled to 0° C for one hour. The precipitate was collected by filtration, washed with ice-water (20 ml), acetone (100 ml), and with ether (100 ml) to yield 4-hydroxy-2-diethylaminopyrimidin-6-yl acetic acid as a white powder, having a melting point (with decomposition) of 156°-157° C.

Provenance & Evidence