Hydrochloric Acid → Benzenediazonium, 4-chloro-2-nitro-, chloride
Reaction equation
Cl.[Cl:2][C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[C:5]([N+:10]([O-:12])=[O:11])[CH:4]=1.[N:13]([O-])=O.[Na+]>O>[Cl-:2].[Cl:2][C:3]1[CH:9]=[CH:8][C:6]([N+:7]#[N:13])=[C:5]([N+:10]([O-:12])=[O:11])[CH:4]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 65 °C
Procedure
To a 500 mL three-necked flask fitted with a mechanical stirrer are added 134.2 g of concentrated hydrochloric acid and 60 g of 4-chloro-2-nitroaniline. After heating to 65° C., 106.6 g of water is added at which time the temperature is reduced to 0° C. Sodium nitrite (63.4 g, 40 wt %) is slowly added to the slurry while maintaining the solution at 0° C. The diazonium salt solution (281 g) is then filtered and stored at −15° C. until later use.
Workup
- customTo a 500 mL three-necked flask fitted with a mechanical stirrer
- customis reduced to 0° C
- temperaturewhile maintaining the solution at 0° C
- filtrationThe diazonium salt solution (281 g) is then filtered
- customstored at −15° C. until later use
Sources & evidence
- ORD record
- ord-3e64c18b98134453bdf47abceefef8a8
- Source dataset
- uspto-grants-2004_10
- Patent number
- US06800676B2
Reaction notes
Loading…