Reaction #992689

ord-2f6f5fc3b2254932b231af1cf08beff1

Reaction equation

O=C(O)C(=O)O
Oxalic acid
N=C(N)NN.O=C(O)O
Aminoguanidine bicarbonate
O=C=O
carbon dioxide
→
NNC(N)=[NH2+].NNC(N)=[NH2+].O=C([O-])C(=O)[O-]
Bis(aminoguanidinium) Oxalate

Reactants

O=C(O)C(=O)O
Oxalic acid
N=C(N)NN.O=C(O)O
Aminoguanidine bicarbonate
O=C=O
carbon dioxide

Reagents

None

Solvents

O
water

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherThe water was removed in vacuo
  2. 2
    Temperaturewith heating to approximately 90° C. for 4 hours
  3. 3
    OtherThe product was isolated as a white solid

Procedure

Oxalic acid (2.00 g, 22.20 mmol) was dissolved in 40 ml of distilled water. Aminoguanidine bicarbonate (6.05 g, 44.40 mmol) was added via syringe at room temperature (carbon dioxide gas was evolved) and the reaction was stirred at room temperature for 24 hours. The water was removed in vacuo with heating to approximately 90° C. for 4 hours. The product was isolated as a white solid.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08012277B2uspto-grants-2011_09