Potassium Nitrate → 3-Nitro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine

HRID 1247783Notes

Reaction equation

HRID 1247783 reaction equation
C([N:3]1[CH2:8][CH2:7][CH2:6][N:5]2[N:9]=[CH:10][CH:11]=[C:4]12)=O.[N+:12]([O-])([O-:14])=[O:13].[K+]>S(=O)(=O)(O)O>[N+:12]([C:11]1[CH:10]=[N:9][N:5]2[CH2:6][CH2:7][CH2:8][NH:3][C:4]=12)([O-:14])=[O:13]

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 150777426,7-Dihydropyrazolo[1,5-a]pyrimidine-4(5H)-carbaldehyde

Product 1

HCID 1357417823-Nitro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidineYield 37.5%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

To a solution of 4-formyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine (1.51 g) in sulfuric acid (7.5 ml) was added potassium nitrate (111 g) under ice-cooling. The mixture was stirred at room temperature for 17 hours. The reaction mixture was added to ice (100 g). The crystalline residue was collected by filtration and dried in vacuo to give 3-nitro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine (0.63 g) as a solid.

Workup

  1. temperaturecooling
  2. filtrationThe crystalline residue was collected by filtration
  3. customdried in vacuo

Sources & evidence

ORD record
ord-01b9440998cf497697e0de050ae585af
Source dataset
uspto-grants-2006_10
Patent number
US07129232B2

Reaction notes

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