Hydrochloric Acid → 2,3-Dichlorobenzene-1-diazonium chloride

HRID 65229

Reaction equation

HRID 65229 reaction equation
[Cl:1][C:2]1[C:8]([Cl:9])=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].Cl.[N:11]([O-])=O.[Na+]>O>[Cl-:1].[Cl:1][C:2]1[C:8]([Cl:9])=[CH:7][CH:6]=[CH:5][C:3]=1[N+:4]#[N:11]

Participants

5

Procedure

To a suspension of 25 g (0.15 mole) 2,3-dichloroaniline in 16 ml H2O, add 39 ml (0.46 mole) concentrated HCl. Stir the mixture at room temperature for about five minutes. Cool the mixture to -5° to 0° C. and add dropwise a solution of 11 g (0.16 mole) NaNO2 in 30 ml H2O. Stir the resulting solution at -5° to 0° C. for about 30 minutes, then filter the solution into an ice-cooled filter flask. Keep the filtrate containing the diazonium salt at about 0° C.

Workup

  1. temperatureCool the mixture to -5° to 0° C.
  2. stirringStir the resulting solution at -5° to 0° C. for about 30 minutes
  3. filtrationfilter the solution into an ice-
  4. temperaturecooled
  5. filtrationfilter flask
  6. additioncontaining the diazonium salt at about 0° C.

Sources & evidence

ORD record
ord-f2114c810bc64005b6ee002be4145077
Source dataset
uspto-grants-1986_09
Patent number
US04613609

Linked notes

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