Oxalic Acid → HCID 129772918, compound

HRID 1968354Notes

Reaction equation

HRID 1968354 reaction equation
[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].C(=O)(O)O.N[NH:12][C:13]([NH2:15])=[NH:14].C(=O)(O)O.[NH2:20][C:21]([NH2:23])=[NH:22]>O>[C:1]([O-:6])(=[O:5])[C:2]([O-:4])=[O:3].[NH2:14][C:13]([NH2:15])=[NH2+:12].[NH2:22][C:21]([NH2:23])=[NH2+:20]

Participants

5

Reactant 3

HCID 971Oxalic AcidHCID 286947Carbonic acid-guanidine (1:1)HCID 178513185HCID 178513185, compound

Product 1

HCID 129772918HCID 129772918, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

Oxalic acid (200.0 g, 2.22 mol) was weighed into a 2-liter beaker with a magnetic stir bar and dissolved in 1500 ml of distilled water. Aminoguanidine bicarbonate (362.8 g, 2.67 mol) and guanidine carbonate (160.1 g, 0.89 mol) were added in portions with stirring as to avoid bubbling over the sides of the beaker due to the evolution of carbon dioxide during the reaction. The reaction was stirred at room temperature overnight (approximately 24 hours). The water was removed from the reaction mixture in vacuo with heating to approximately 90° C. for 4 hours. The product was recovered as a crystalline white solid.

Workup

  1. customto avoid bubbling over the sides of the beaker due to the evolution of carbon dioxide during the reaction
  2. stirringThe reaction was stirred at room temperature overnight (approximately 24 hours)
  3. customThe water was removed from the reaction mixture in vacuo
  4. customThe product was recovered as a crystalline white solid

Sources & evidence

ORD record
ord-087afcc526e540128b845426fbb911a6
Source dataset
uspto-grants-2013_04
Patent number
US08425702B2

Reaction notes

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