Nitric Acid → HCID 178438046, compound

HRID 1700133Notes

Reaction equation

HRID 1700133 reaction equation
S(=O)(=O)(O)O.[N+:6]([O-:9])(O)=[O:7].[CH2:10]([C:12]1[CH:16]=[C:15]([C:17]([OH:19])=[O:18])[NH:14][N:13]=1)[CH3:11]>>[CH2:10]([C:12]1[C:16]([N+:6]([O-:9])=[O:7])=[C:15]([C:17]([OH:19])=[O:18])[NH:14][N:13]=1)[CH3:11]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 178436706HCID 178436706, compound

Product 1

HCID 178438046HCID 178438046, compound

Conditions

Temperature
50 °C

Procedure

Fuming sulphuric acid (17.8 ml) was added dropwise to stirred, ice-cooled fuming nitric acid (16.0 ml), the resulting solution heated to 50° C., 3-ethyl-1H-pyrazole-5-carboxylic acid 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 title compound was obtained as a brown solid (64%). δ (DMSOd6): 1.18 (3H,t), 2.84 (2H,m), 13.72 (1H,s).

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

Sources & evidence

ORD record
ord-4a7ba8a0980946648e00937aab6ffb9f
Source dataset
uspto-grants-2002_02
Patent number
US06350751B1

Reaction notes

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