1-methyl-1,3,5-triazine-2,4(1h,3h)-dione → 1-Methyl-1,3,5-triazinane-2,4-dione

Temperature

90 °C

A hydrogenation mixture consisting of 203.5 gm. (1.6 moles) of the 1-methyl-5-azauracil prepared in Part B, above, 7 teaspoons of Raney Nickel, and 8 l. ethanol in a five-gallon autoclave is subjected to 750 p.s.i. hydrogen pressure at 125° C. for an interval of 12 hours. The hydrogen is flushed out of the chamber with nitrogen gas and the reaction mixture is siphoned out of the chamber into a five-gallon carboy. The walls of the chamber are washed down with water and these washings are siphoned into the carboy. The carboy is then flushed with nitrogen (<20 p.s.i.) so as to force the medium through a filter stick onto a filter bed of Dicalite 4200 (diatomaceous earth) The solids are retained in the carboy substantially undisturbed. The medium is then sucked through the dicalite filter under reduced pressure until 1 inch of liquid remains. The solids retained in the bottom of the carboy are now mixed with two (2) liters water and 500 ml. Dicalite 4200 and this mixture is added to the filter cake. The filter cake is then washed with water. The filtrate and washings are combined and the water is removed to a volume of 1200 ml. by evaporation under reduced pressure, 20 mm mercury, and 50° C. temperature. The concentrate thus obtained is heated to 90° C., and 95% aqueous ethanol is added to a volume of two liters. Upon cooling, crystallization occurs. The crystals are collected on a filter and dried. There is thus obtained 120 gm. (59% yield) of 5,6-dihydro-5-methyl-s-triazine-2,4-(1H,3H)-dione having a melting point of 252° to 254° C.

1. customat 125° C.
2. customfor an interval of 12 hours
3. customThe hydrogen is flushed out of the chamber with nitrogen gas
4. washThe walls of the chamber are washed down with water
5. customThe carboy is then flushed with nitrogen (<20 p.s.i.) so as
6. filtrationfilter under reduced pressure until 1 inch of liquid
7. additionare now mixed with two (2) liters water and 500 ml
8. additionDicalite 4200 and this mixture is added to the filter cake
9. washThe filter cake is then washed with water
10. customthe water is removed to a volume of 1200 ml
11. customby evaporation under reduced pressure, 20 mm mercury, and 50° C. temperature
12. concentrationThe concentrate thus
13. customobtained
14. temperatureUpon cooling
15. customcrystallization
16. customThe crystals are collected on
17. filtrationa filter
18. customdried

ORD record

ord-ec1dfc87231f4a039ca977a224141cfc

Source dataset

uspto-grants-1980_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04239753