Reaction #992694

ord-a701927ba5cc427dafd9dd4a3346d540

Reaction equation

O=C(O)CO
Glycolic acid
N=C(N)N.O=C(O)O
Guanidine carbonate
O=C=O
carbon dioxide
→
NC(N)=[NH2+].O=C([O-])CO
Guanidinium Glycolate

Reactants

O=C(O)CO
Glycolic 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
  3. 3
    OtherThe product was isolated as a white solid

Procedure

Glycolic acid (3.0 g, 39.45 mmol) was dissolved in 15 ml of distilled water. Guanidine carbonate (3.55 g, 19.72 mmol) was added in portions at room temperature (carbon dioxide gas was evolved) and the reaction was stirred at room temperature for 4 hours. The water was removed in vacuo with heating to approximately 90° C. The product was isolated as a white solid.

Source

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