1,4-Dicyanobenzene → p-Cyanobenzamide

HRID 2304068Notes

Reaction equation

HRID 2304068 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].[K+]>C(O)(C)(C)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 14797Potassium Hydroxide

Product 1

HCID 76427p-CyanobenzamideYield 105.3%

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

Terephthalonitrile (12.8 g, 0.1 mol) and tert-butanol (243.2 g) were mixed, and the resultant mixture was heated to 80° C. with stirring. To the mixture, a 26% aqueous solution of potassium hydroxide (4.3 g) was added over three hours. Liquid chromatographic analysis revealed the reaction mixture contained 11.8 g of p-cyanobenzamide (yield 81%).

Sources & evidence

ORD record
ord-e0755be07c2943c192733533c251680f
Source dataset
uspto-grants-2002_08
Patent number
US06433211B1

Reaction notes

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