Reaction #741481

ord-70947aa2713d450dac14bddce843d449

Reaction equation

Nc1ccc(Cl)cc1
4-chloroaniline
O=N[O-].[Na+]
sodium nitrite
→
N#[N+]c1ccc(Cl)cc1.[Cl-]
4-Chlorobenzenediazonium chloride

Reactants

Nc1ccc(Cl)cc1
4-chloroaniline
O=N[O-].[Na+]
sodium nitrite

Reagents

None

Solvents

O
water
Cl
HCl
O
water

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherthe reaction temperature below 10°
  2. 2
    FiltrationThe solution of 4-chlorobenzenediazonium chloride was filtered

Procedure

To a suspension of 4-chloroaniline (21.14 g, 0.166 mol) in water (156 ml) and 12N HCl (46 ml) at 0° was added sodium nitrite (12.62 g, 0.182 mol) in water (156 ml) over 20 minutes keeping the reaction temperature below 10°. The solution of 4-chlorobenzenediazonium chloride was filtered, kept at 0° for 30 minutes and then used in the next step.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05130462uspto-grants-1992_07