4-Chloroaniline → Benzenediazonium, 4-chloro-, chloride

HRID 476318Notes

Reaction equation

HRID 476318 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[N:9]([O-])=O.[Na+]>O>[Cl-:1].[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([N+:6]#[N:9])=[CH:4][CH:3]=1

Participants

4

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.

Workup

  1. custom20 ml of 10% hydrochloric acid (the solvent mixture beforehand had been evacuated three times
  2. customon a rotary evaporator

Sources & evidence

ORD record
ord-fcd31d1e8a9a4b8091f024866a0de7d4
Source dataset
uspto-grants-2014_01
Patent number
US08637707B2

Reaction notes

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