Urea → Cyanuric acid

HRID 905323Notes

Reaction equation

HRID 905323 reaction equation
[NH2:1][C:2]([NH2:4])=[O:3].C1(N)N[C:10](N)=[N:9][C:7](=[O:8])N=1.CN1CCCC1=[O:20]>>[NH:1]1[C:10](=[O:20])[NH:9][C:7](=[O:8])[NH:4][C:2]1=[O:3]

Participants

4

Procedure

300 g of urea prills and 495 g of N-methylpyrrolidone were charged into a 1-liter glass reactor fitted with stirrer, condenser and thermometer. The reaction mixture was heated with a mantle and maintained at reflux for a 2-hour period during which the reaction temperature increased from 185° to 212° C. On cooling, the reaction mixture solidified at about 35° C. The reaction mixture was reheated to about 160° C. to make it stirrable, cooled to 40°-50° C. and filtered. The cake set up in the filter funnel and had to be broken up. On washing with water, the filter cake solidified again into a hard cement-like solid with release of some heat. The solid was broken up, washed further, and dried giving 129 g (60% yield) of impure cyanuric acid containing 5.6% ammelide and 0.4% ammeline.

Workup

  1. customfitted with stirrer, condenser
  2. temperatureThe reaction mixture was heated with a mantle and
  3. temperaturemaintained
  4. temperatureat reflux for a 2-hour period during which the reaction temperature
  5. temperatureincreased from 185° to 212° C
  6. temperatureOn cooling
  7. customsolidified at about 35° C
  8. customwas reheated to about 160° C.
  9. temperaturecooled to 40°-50° C.
  10. filtrationfiltered
  11. washOn washing with water
  12. washwashed further
  13. customdried

Sources & evidence

ORD record
ord-b480209d1ef94b459ed1acda458a639a
Source dataset
uspto-grants-1983_12
Patent number
US04423216

Reaction notes

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