Nitric Acid → HCID 178437745, compound

HRID 129468Notes

Reaction equation

HRID 129468 reaction equation
OS(O)(=O)=O.O=S(=O)=O.[N+:10]([O-:13])(O)=[O:11].[OH:14][C:15]1[CH:20]=[C:19]([CH2:21][CH3:22])[N:18]=[CH:17][N:16]=1>>[OH:14][C:15]1[C:20]([N+:10]([O-:13])=[O:11])=[C:19]([CH2:21][CH3:22])[N:18]=[CH:17][N:16]=1

Participants

4

Reactant 3

HCID 944Nitric Acid2×HCID 24681Fuming sulfuric acid2×HCID 178436949HCID 178436949, compound

Product 1

HCID 178437745HCID 178437745, compound

Procedure

8 ml of 25% oleum are added dropwise with cooling at a maximum of 10° C. to 8 ml of 100% nitric acid. 12.4 g (0.10 mol) of 4-hydroxy-6-ethylpyrimidine are then introduced in portions at a maximum of 35° C. The temperature is kept at 40° C. overnight. For the purpose of reacting further any starting material that remains, a further 13 ml of 25% oleum and 11 ml of 100% nitric acid are added dropwise at a maximum of 40° C. The mixture is left for 12 hours at 40° C. to complete the reaction and is then poured carefully onto ice and extracted completely with ethyl acetate, and the extracts are washed with sodium hydrogen carbonate solution. The extract is concentrated using a rotary evaporator, whereupon 11.8 g (69.7% of the theoretical yield) of pure substance crystallise out; m.p. 181°-183° C.

Workup

  1. waitThe mixture is left for 12 hours at 40° C.
  2. customthe reaction
  3. additionis then poured carefully onto ice
  4. extractionextracted completely with ethyl acetate
  5. washthe extracts are washed with sodium hydrogen carbonate solution
  6. concentrationThe extract is concentrated
  7. customa rotary evaporator
  8. customwhereupon 11.8 g (69.7% of the theoretical yield) of pure substance
  9. customcrystallise out

Sources & evidence

ORD record
ord-405b57e0ecba4aff8bd7a227cf3f6d9f
Source dataset
uspto-grants-1995_11
Patent number
US05468751

Reaction notes

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