Nitric Acid → HCID 178440446, compound

HRID 433947Notes

Reaction equation

HRID 433947 reaction equation
S(=O)(=O)(O)O.[N+:6]([O-:9])(O)=[O:7].[CH2:10]([C:13]1[CH:17]=[C:16]([C:18]([OH:20])=[O:19])[NH:15][N:14]=1)[CH2:11][CH3:12]>>[N+:6]([C:17]1[C:13]([CH2:10][CH2:11][CH3:12])=[N:14][NH:15][C:16]=1[C:18]([OH:20])=[O:19])([O-:9])=[O:7]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 178439322HCID 178439322, compound

Product 1

HCID 178440446HCID 178440446, compound

Conditions

Temperature
50 °C

Procedure

Fuming sulfuric acid (17.8 ml) was added dropwise to stirred, ice-cooled fuming nitric acid (16.0 ml). The resulting solution was heated to 50° C. and 3-n-propyl-1H-pyrazole-5-carboxylic acid (16.4 g, 0.106 mol; Chem. Pharm. Bull., 1984, 32, 1568) added portionwise over 30 minutes whilst maintaining the reaction temperature below 60° C. The resulting solution was heated for 18 hours at 60° C., allowed to cool, then poured onto ice. The white precipitate was filtered, washed with water and dried by suction to yield the title compound as a white solid (15.4 g), m.p. 170-172° C.

Workup

  1. temperaturewhilst maintaining the reaction temperature below 60° C
  2. temperatureThe resulting solution was heated for 18 hours at 60° C.
  3. temperatureto cool
  4. additionpoured onto ice
  5. filtrationThe white precipitate was filtered
  6. washwashed with water
  7. customdried by suction

Sources & evidence

ORD record
ord-47ec3ceb87dd484382968889b8e2bd72
Source dataset
uspto-grants-2003_12
Patent number
US06670366B1

Reaction notes

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