Reaction #992690

ord-691bda8024df427ebdc4c7814c53ac21

Reaction equation

O=C(O)CC(=O)O
Malonic acid
N=C(N)N.O=C(O)O
Guanidine carbonate
O=C=O
carbon dioxide
→
NC(N)=[NH2+].NC(N)=[NH2+].O=C([O-])CC(=O)[O-]
Bis(guanidinium) Malonate

Reactants

O=C(O)CC(=O)O
Malonic acid
N=C(N)N.O=C(O)O
Guanidine carbonate
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

Malonic acid (1.00 g, 9.61 mmol) was dissolved in 30 ml of distilled water. Guanidine carbonate (1.73 g, 9.61 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