Phosphoric Acid → 1,4-Dicyanobenzene

HRID 1518897Notes

Reaction equation

HRID 1518897 reaction equation
[C:1](#[N:8])[CH2:2][CH2:3][CH2:4][CH2:5][C:6]#[N:7].[C:9](O)(=O)[C:10]1C=CC(C(O)=O)=CC=1.P(=O)(O)(O)O>>[C:6]([C:5]1[CH:10]=[CH:9][C:2]([C:1]#[N:8])=[CH:3][CH:4]=1)#[N:7]

Participants

4

Reactant 3

HCID 1004Phosphoric AcidHCID 7489Terephthalic AcidHCID 8128Adiponitrile

Product 1

HCID 121721,4-Dicyanobenzene

Procedure

650 g (6.0 mol) of a mixture of dinitriles (85% MGN, 12% ESN, 3% AdN by weight) which are by-products of adiponitrile synthesis are introduced into a 2000-ml reactor. 167 g of terephthalic acid (1.0 mol) are added to this heterogeneous medium, followed by 5 g of 85% orthophosphoric acid. The reaction medium is heated at the reflux of the dinitriles and these conditions are maintained for 5 h. Respective yields of imide mixture and of 1,4-dicyanobenzene of 96% and 95% are obtained by GC analysis.

Workup

  1. additionare introduced into a 2000-ml reactor
  2. temperatureThe reaction medium is heated at the
  3. temperaturethese conditions are maintained for 5 h

Sources & evidence

ORD record
ord-2ee28ed1971746bb8a52fa7dbf79d221
Source dataset
uspto-grants-2015_07
Patent number
US09073822B2

Reaction notes

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