Reaction #563500

Reaction equation

4-chloroaniline

sodium nitrite

→

4-Chlorophenyldiazonium chloride

Solvents

water

water

Conditions

Workup

1. 1
   Other20 ml of 10% hydrochloric acid (the solvent mixture beforehand had been evacuated three times
2. 2
   Otheron a rotary evaporator

Procedure

2.6 g of 98% finely powdered 4-chloroaniline (20.0 mmol) were dissolved in 20 ml of water and 20 ml of 10% hydrochloric acid (the solvent mixture beforehand had been evacuated three times on a rotary evaporator and vented with argon). At 0 to 5° C. under argon, a solution of 1.4 g of sodium nitrite (20.0 mmol) in 10 ml of water (degassed with argon beforehand) was added dropwise to the solution over the course of 10 minutes. The clear diazonium salt solution was stirred at 0° C. for a further 15 minutes and stored under argon.

Source