Reacción #1010500

ord-afcd8a814fd74c538a8d37b0b1d5b99d

Ecuación de reacción

N=C(N)NN.O=C(O)O
1-aminoguanidine carbonic acid salt
CCOC(=O)C(=O)Cl
ethyl 2-chloro-2-oxoacetate
CCOC(=O)C(=O)NNC(=N)N
ethyl 2-(2-carbamimidoylhydraziny)-2-oxoacetic acid
Rendimiento 19.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONThe resulting solution was diluted with PE (200 ml)
  2. 2
    FiltraciónThe solids were collected by filtration
  3. 3
    workup.DISSOLUTIONdissolved in water (50 ml)
  4. 4
    OtroThe product precipitated
  5. 5
    Filtraciónwas filtered

Procedimiento

To a solution of 1-aminoguanidine carbonic acid salt (12 g, 88 mmol) in pyridine (50 ml) was added ethyl 2-chloro-2-oxoacetate (10 g, 73.24 mmol). The resulting solution was stirred for 12 h at room temperature. The resulting solution was diluted with PE (200 ml). The solids were collected by filtration and then dissolved in water (50 ml), the pH was adjusted to 8 with NaOH (aq., 10N). The product precipitated and was filtered to afford ethyl 2-(2-carbamimidoylhydraziny)-2-oxoacetic acid as a white solid (2 g, 19%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09278973B2uspto-grants-2016_03