1,4-Dicyanobenzene → p-Cyanobenzamide

HRID 2304059Notes

Reaction equation

HRID 2304059 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+]>CO>[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 62.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Terephthalonitrile (12.8 g, 0.1 mol) and methanol (170.1 g) were mixed, and the resultant mixture was heated to 64° C. with stirring. To the mixture, a 20% aqueous solution of sodium hydroxide (12 g) was added over six hours. Liquid chromatographic analysis revealed the reaction mixture contained 9.1 g of p-cyanobenzamide (yield 62%).

Sources & evidence

ORD record
ord-def75b4f255d4d9fb0f8b28170b05e4b
Source dataset
uspto-grants-2002_08
Patent number
US06433211B1

Reaction notes

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