Nitric Acid → HCID 20324961, compound

HRID 838850Notes

Reaction equation

HRID 838850 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]2[N:9]=[CH:10][CH:11]=[C:4]2[N:3]=1.[N+:12]([O-])([OH:14])=[O:13]>OS(O)(=O)=O>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]2[N:9]=[CH:10][C:11]([N+:12]([O-:14])=[O:13])=[C:4]2[N:3]=1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 215186Pyrazolo(1,5-a)pyrimidine, 5,7-dimethyl-

Product 1

HCID 20324961HCID 20324961, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent2×

Procedure

5,7-Dimethyl pyrazolo[1,5-a]pyrimidine [1.0g (6.8 mmoles)] was dissolved in H2SO4 (10 ml) keeping the temperature below 5°. Fuming HNO3 [4 ml; sp. gr. 1.5] was added dropwise to the cold H2SO4 solution, with good stirring. The temperature during this addition was maintained below 10°. After the addition was complete, the solution was stirred at room temperature for 45 minutes and then added to 100 g of ice. The precipitated product was separated by filtration, washed well with H2O, and dried. Recrystallization from CH3OH afforded 0.75 g (57%) of analytically pure product; mp 156°-7°.

Workup

  1. customthe temperature below 5°
  2. additionThe temperature during this addition
  3. temperaturewas maintained below 10°
  4. additionAfter the addition
  5. customThe precipitated product was separated by filtration
  6. washwashed well with H2O
  7. customdried
  8. customRecrystallization from CH3OH
  9. customafforded 0.75 g (57%) of analytically pure product

Sources & evidence

ORD record
ord-c350ec869cbc4449b56f86d837ad303a
Source dataset
uspto-grants-1978_06
Patent number
US04093617

Reaction notes

Loading…