Terephthaloyl chloride → HCID 12743454, compound

HRID 614030Notes

Reaction equation

HRID 614030 reaction equation
[C:1](Cl)(=[O:11])[C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.[C-:13]#[N:14].[Na+].[Cu][C:17]#[N:18]>CC(C)=O>[C:1]([C:17]#[N:18])(=[O:11])[C:2]1[CH:10]=[CH:9][C:5]([C:6]([C:13]#[N:14])=[O:7])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 7488Terephthaloyl chlorideHCID 8929Sodium CyanideHCID 178418546HCID 178418546, compound

Product 1

HCID 12743454HCID 12743454, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
220 °C

Procedure

203 g (1 mol) of terephthalic acid dichloride, 97 g (1.94 mol) of sodium cyanide and 5.4 g of copper(I) cyanide were mixed in a reaction vessel, whilst stirring, and the mixture was slowly heated to 220° C. A distinctly exothermic reaction took place. After 90 minutes at 276° C., the mixture was allowed to cool and 400 ml of acetone were added. The residue was separated off by filtration and terephthalic acid dicyanide was obtained from the filtrate by fractional distillation.

Workup

  1. customA distinctly exothermic reaction
  2. temperatureto cool
  3. customThe residue was separated off by filtration

Sources & evidence

ORD record
ord-734930151b1b4ed8bd159bf10489b3fd
Source dataset
uspto-grants-1979_03
Patent number
US04143068

Reaction notes

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