Nitric Acid → HCID 178526880, compound

HRID 1984308Notes

Reaction equation

HRID 1984308 reaction equation
[N+:1]([O-:4])(O)=[O:2].[CH:5]1([C:8]2[N:13]=[C:12]([OH:14])[CH:11]=[C:10]([OH:15])[N:9]=2)[CH2:7][CH2:6]1>C(O)(=O)C>[CH:5]1([C:8]2[N:13]=[C:12]([OH:14])[C:11]([N+:1]([O-:4])=[O:2])=[C:10]([OH:15])[N:9]=2)[CH2:7][CH2:6]1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 178516636HCID 178516636, compound

Product 1

HCID 178526880HCID 178526880, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
30 °C

Procedure

Glacial acetic acid (90 ml) is added to fuming nitric acid (40 ml) at 0° C. The solution is warmed to 30° C. and 2-cyclopropyl-4,6-pyrimidinediol 4 (35 g, 0.25 mol) is added in portions. The temperature is kept between 30 and 40° C. After 1 h, the mixture is poured onto crushed ice and filtered. The filtrate is concentrated to 50 ml in vacuo. Methanol is added and the precipitate is filtered and dried. Pure 2-cyclopropyl-5-nitro-4,6-pyrimidinediol 17 (39.8 g, 81%) is obtained and used in the next step without further purification.

Workup

  1. customis kept between 30 and 40° C
  2. additionthe mixture is poured
  3. customonto crushed ice
  4. filtrationfiltered
  5. concentrationThe filtrate is concentrated to 50 ml in vacuo
  6. additionMethanol is added
  7. filtrationthe precipitate is filtered
  8. customdried

Sources & evidence

ORD record
ord-85ebcf2be932492fa781fe102c88ee5c
Source dataset
uspto-grants-2009_06
Patent number
US07544675B2

Reaction notes

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