4-Chlorobenzoic Acid → 4-Chlorobenzonitrile

HRID 361946Notes

Reaction equation

HRID 361946 reaction equation
[Cl-].[NH4+:2].[Cl:3][C:4]1[CH:12]=[CH:11][C:7]([C:8](O)=O)=[CH:6][CH:5]=1>>[CH:6]1[C:7]([C:8]#[N:2])=[CH:11][CH:12]=[C:4]([Cl:3])[CH:5]=1

Participants

3

Reactant 2

HCID 63184-Chlorobenzoic AcidHCID 25517Ammonium Chloride

Product 1

HCID 121634-ChlorobenzonitrileYield 1,211.4%

Conditions

Temperature
215 °C

Procedure

The reaction was carried out as described in Example 1. PCBTC (230 g, 1.0 mol), ammonium chloride (56.2 g,1.05 eq), and p-chlorobenzoic acid (11.5 g) were charged to the reactor. The mixture was heated at 215° C. for 9 h. Distillation of the reaction mixture gave PCBN (122.4 g, 89%, melting point: 92°-93° C.).

Workup

  1. distillationDistillation of the reaction mixture

Sources & evidence

ORD record
ord-8ff0d227052e4de28d9cd529fb8ca266
Source dataset
uspto-grants-1999_02
Patent number
US05866709

Reaction notes

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