Reaction #1519107

ord-240063da68164b27b7977e65dd3e8129

Reaction equation

[Cl-].[NH4+]
ammonium chloride
N#Cc1cc(Cl)ccn1
4-chloro-2-cyanopyridine
C[O-].[Na+]
sodium methoxide
Cl.N=C(N)c1cc(Cl)ccn1
2-amidino-4-chloropyridine hydrochloride

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Temperaturerefluxing
  2. 2
    OtherThe volatile components are then removed in vacuo

Procedure

6.93 g (50 mmol) of 4-chloro-2-cyanopyridine in 40 ml of methanol are treated for one hour with 0.27 g (5 mmol) sodium methoxide. After the addition of 3.00 g (56 mmol) of ammonium chloride, refluxing is carried out for two hours. The volatile components are then removed in vacuo. The 2-amidino-4-chloropyridine hydrochloride so obtained is reacted without further purification.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07612010B2uspto-grants-2009_11