3-Methyl-2,4-pentanedione → HCID 21192059, compound

HRID 1067143Notes

Reaction equation

HRID 1067143 reaction equation
Cl.[N+:2]([C:5]1[CH:9]=[N:8][NH:7][C:6]=1[NH2:10])([O-:4])=[O:3].[CH3:11][CH:12]([C:16](=O)[CH3:17])[C:13](=O)[CH3:14]>C(O)(=O)C>[CH3:14][C:13]1[C:12]([CH3:11])=[C:16]([CH3:17])[N:7]2[N:8]=[CH:9][C:5]([N+:2]([O-:4])=[O:3])=[C:6]2[N:10]=1

Participants

4

Reactant 2

HCID 699493-Methyl-2,4-pentanedioneHCID 22676973HCID 22676973, compound

Product 1

HCID 21192059HCID 21192059, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

80 cc of acetic acid, 8.2 g of 4-nitro-2H-pyrazol-3-ylamine hydrochloride (prepared according to H. Dorn and H. Dilcher, Liebigs Ann. Chem., 707, 141, 1967) and 7.2 g of 3-methylpentane-2,4-dione were introduced into a 100 ml three-necked round-bottomed flask fitted with a magnetic stirrer, a condenser and a thermometer. The medium was refluxed for 3 hours. The medium was filtered at room temperature and the solid was washed with diisopropyl ether. This yielded 9.4 g of crude product. 3.5 g of this product was recrystallized in 23 cc of absolute ethanol. Drying under vacuum and over phosphoric anhydride yielded 3.1 g of 5,6,7-trimethyl-3-nitropyrazolo[1,5-a]pyrimidine (yield=80%).

Workup

  1. customfitted with a magnetic stirrer, a condenser
  2. temperatureThe medium was refluxed for 3 hours
  3. filtrationThe medium was filtered at room temperature
  4. washthe solid was washed with diisopropyl ether
  5. custom3.5 g of this product was recrystallized in 23 cc of absolute ethanol
  6. dry with materialDrying under vacuum and over phosphoric anhydride

Sources & evidence

ORD record
ord-c57f53bcead94c32940f636edd5ad466
Source dataset
uspto-grants-2001_06
Patent number
US06248137B1

Reaction notes

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