1,4-Dicyanobenzene → p-Cyanobenzamide

HRID 2304062Notes

Reaction equation

HRID 2304062 reaction equation
[C:1](#[N:10])[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[OH-:11].[Na+]>C(O)C>[C:6]([C:5]1[CH:8]=[CH:9][C:2]([C:1]([NH2:10])=[O:11])=[CH:3][CH:4]=1)#[N:7]

Participants

4

Reactant 2

HCID 121721,4-DicyanobenzeneHCID 14798Sodium Hydroxide

Product 1

HCID 76427p-CyanobenzamideYield 67.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Terephthalonitrile (12.8 g, 0.1 mol) and ethanol (170.1 g) were mixed, and the resultant mixture was heated to 30° C. with stirring. To the mixture, a 20% aqueous solution of sodium hydroxide (10 g) was added over six hours. Liquid chromatographic analysis revealed the reaction mixture contained 9.8 g of p-cyanobenzamide (yield 67%).

Sources & evidence

ORD record
ord-1dd6a338ef4948509c7cd15dda52700e
Source dataset
uspto-grants-2002_08
Patent number
US06433211B1

Reaction notes

Loading…