Nitric Acid → HCID 15380863, compound

HRID 840191Notes

Reaction equation

HRID 840191 reaction equation
[N+:1]([O-:4])([OH:3])=[O:2].NC(N)=O.[C:9]([C:12]([CH2:19]O)([C:16]([OH:18])=[O:17])[C:13]([OH:15])=[O:14])([OH:11])=[O:10].OS(O)(=O)=O>O>[C:16]([C:12]([CH2:19][O:2][N+:1]([O-:4])=[O:3])([C:13]([OH:15])=[O:14])[C:9]([OH:11])=[O:10])([OH:18])=[O:17]

Participants

6

Reactant 4

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 1176UreaHCID 22622759HCID 22622759, compound

Product 1

HCID 15380863HCID 15380863, compoundYield 30%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture cooled to 0° C. of 2.5 g of 95 (%) strength HNO3, a spatula-full of urea and 10 ml of water is added with stirring and ice-cooling, 1.0 g (0.004 mol) of carboxy-2-hydroxymethylmalonic acid. After 10 min 2.5 g of 94% strength H2SO4 are added dropwise with stirring and stirring is continued for another hour at 0° C. The organic layer is isolated and evaporated down. 2-carboxy-2-nitryloxymethylmalonic acid is obtained as the residue as a viscous oil which is purified column chromatographically.

Workup

  1. temperatureice-cooling
  2. stirringwith stirring
  3. stirringstirring
  4. waitis continued for another hour at 0° C
  5. customThe organic layer is isolated
  6. customevaporated down

Sources & evidence

ORD record
ord-03cce401da2b4631b2db5b26030b824c
Source dataset
uspto-grants-2002_04
Patent number
US06365611B1

Reaction notes

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