Réaction #657298

ord-79a1adf6b66d43e1883b3118f90eaa55

Équation de réaction

O=C([O-])[O-].[K+].[K+]
Potassium carbonate
O=C(O)CCl
Monochloroacetic acid
O=C([O-])[O-].[K+].[K+]
potassium carbonate
O=C=O
CO2
NN.O
hydrazine hydrate
NN(CC(=O)O)CC(=O)O
2,2′-(hydrazine-1,1-diyl)diacetic acid

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autrerose to 70° C
  2. 2
    TempératureThe solution was then heated until the gas evolution
  3. 3
    AutreAt the end of the reaction
  4. 4
    Autrethe 2,2′-(hydrazine-1,1-diyl)diacetic acid was precipitated
  5. 5
    AutreThe product (mp 171° C.) was crystallized from water

Mode opératoire

Monochloroacetic acid (2 eq.) in water was neutralized with potassium carbonate (1 eq.) followed by the addition of hydrazine hydrate (1 eq.). Potassium carbonate (1 eq.) was added to the solution gradually, whereupon, with a steady evolution of CO2, the temperature rose to 70° C. The solution was then heated until the gas evolution stopped. At the end of the reaction, the 2,2′-(hydrazine-1,1-diyl)diacetic acid was precipitated by making the solution acidic with concentrated HCl. The product (mp 171° C.) was crystallized from water, and was confirmed by NMR spectroscopy and elemental analysis.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09023837B2uspto-grants-2015_05