Ammonium Chloride → 2,4-Dichlorobenzonitrile

Reaction equation

[Cl-].[NH4+:2].[Cl:3][C:4]1[CH:12]=[C:11]([Cl:13])[CH:10]=[CH:9][C:5]=1[C:6](Cl)=O>>[Cl:3][C:4]1[CH:12]=[C:11]([Cl:13])[CH:10]=[CH:9][C:5]=1[C:6]#[N:2]

Participants

Reactant 2

HCID 25517Ammonium Chloride

HCID 666452,4-Dichlorobenzoyl chloride

Product 1

HCID 810502,4-DichlorobenzonitrileYield 699.5%

Conditions

Temperature: 230 °C

Procedure

The reaction was performed as in Example 1. The following reactants were charged to the reactor: 2,4-DCBTC (132.8 g, 0.5 mol), ammonium chloride (28.1 g, 1.05 eq), and 2,4-dichlorobenzoyl chloride (13.3 g). The mixture was heated at 230° C. for 14 h. Distillation of the reaction mixture gave pure 2,4-dichlorobenzonitrile (2,4-DCBN) (76.4 g, 89% yield, melting point: 59°-60° C.).

Workup

additionThe following reactants were charged to the reactor
distillationDistillation of the reaction mixture

Sources & evidence

ORD record: ord-4d30bbf7fc0f4dae8d896806608cfed9
Source dataset: uspto-grants-1999_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05866709

Reaction notes

Loading…