Glyoxylic Acid → Orotic Acid

Temperature

30 °C

A suspension of 57 g of cyanomethylurea in 45 ml of methanol is heated to boiling under agitation, combined with 3 ml of 8N sodium hydroxide solution, and heated under reflux for 30 minutes. The reaction mixture is then allowed to cool down to 30° C., 550 ml of water and 90 g of 50% strength glyoxylic acid are added thereto, and the mixture is neutralized with 8N sodium hydroxide solution at a temperature of maximally 30° C. until a pH of 6.5 has been attained. The mixture is then heated to 55°-60° C., 225 ml of 8N sodium hydroxide solution is added dropwise thereto at this temperature within one hour, and the mixture is stirred for another 2 hours. Then about 150 ml of aqueous methanol is removed by distillation to 95° C.; the mixture is heated for one hour under reflux and gently acidified with concentrated nitric acid. The mixture is allowed to cool down to room temperature, the thus-separated crystallized product is filtered off, washed with water, and dried under vacuum, thus obtaining 72 g of orotic acid (=71.8% of theory).

1. temperatureis heated
2. temperatureheated
3. temperatureunder reflux for 30 minutes
4. temperatureThe mixture is then heated to 55°-60° C.
5. customThen about 150 ml of aqueous methanol is removed by distillation to 95° C.
6. temperaturethe mixture is heated for one hour
7. temperatureunder reflux
8. temperatureto cool down to room temperature
9. customthe thus-separated crystallized product
10. filtrationis filtered off
11. washwashed with water
12. customdried under vacuum

ORD record

ord-c7731ea97c854d9281812ac0cf8d3e2c

Source dataset

uspto-grants-1988_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04734506