Reacción #1010535

ord-37c1ed0e9a7c4c639dbb36dfcb053595

Ecuación de reacción

N=C(N)NN.O=C(O)O
hydrazinecarboximidamide carbonic acid salt
Cc1ccccc1C(=O)Cl
2-methylbenzoyl chloride
Cc1ccccc1C(=O)NNC(=N)N
2-(2-methylbenzoyl)hydrazinecarboximidamide
Rendimiento 35.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    ConcentraciónThe reaction mixture was concentrated under vacuum
  2. 2
    workup.ADDITIONdiluted with water (30 mL)
  3. 3
    Filtraciónthe solid was collected by filtration
  4. 4
    Lavadowashed with water (20 mL)

Procedimiento

To a solution of hydrazinecarboximidamide carbonic acid salt (12.0 g, 1.2 eq) in pyridine (100 mL) was added 2-methylbenzoyl chloride (crude afforded in step 1, 1.0 eq) dropwise at 0° C. The mixture was stirred overnight at room temperature. The reaction mixture was concentrated under vacuum, diluted with water (30 mL), adjusted to pH 12 with NaOH (aq), and the solid was collected by filtration and washed with water (20 mL) to afford 2-(2-methylbenzoyl)hydrazinecarboximidamide (5.0 g, 35% of two steps) as a white solid.

Fuente

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