Reacción #1010531

ord-7aeec9edd08a412a918a756812d79df1

Ecuación de reacción

O=C(Cl)c1ccccc1Cl
2-chlorobenzoyl chloride
N=C(N)NN.O=C(O)O
hydrazinecarboximidamide carbonic acid salt
ClCCl
dichloromethane
N=C(N)NNC(=O)c1ccccc1Cl
2-(2-Chlorobenzoyl)hydrazinecarboximidamide

Disolventes

Condiciones de reacción

Temperatura
25°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Concentraciónthe resulting mixture was concentrated under vacuum
  2. 2
    OtroThe residue was purified via silica gel column (ethyl acetate/petroleum ether (10/1))
  3. 3
    Otroresulting in 3 g (22%) of 2-(2-chlorobenzoyl)hydrazinecarboximidamide as yellow oil

Procedimiento

A mixture of 2-chlorobenzoyl chloride (10 g, 60 mmol, 1.00 equiv) and hydrazinecarboximidamide carbonic acid salt (11.6 g, 85 mmol, 1.49 equiv) in pyridine (10 mL) and dichloromethane (100 g, 1.18 mol, 41.21 equiv) was stirred for 3 h at 25° C. After the reaction was completed, the resulting mixture was concentrated under vacuum. The residue was purified via silica gel column (ethyl acetate/petroleum ether (10/1)) resulting in 3 g (22%) of 2-(2-chlorobenzoyl)hydrazinecarboximidamide as yellow oil.

Fuente

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