Isophthalonitrile → 3-Cyanobenzamide

HRID 2304069Notes

Reaction equation

HRID 2304069 reaction equation
[C:1](#[N:10])[C:2]1[CH:9]=[CH:8][CH:7]=[C:4]([C:5]#[N:6])[CH:3]=1.[OH-:11].[Na+]>CO>[C:5]([C:4]1[CH:3]=[C:2]([CH:9]=[CH:8][CH:7]=1)[C:1]([NH2:10])=[O:11])#[N:6]

Participants

4

Reactant 2

HCID 12276IsophthalonitrileHCID 14798Sodium Hydroxide

Product 1

HCID 769743-CyanobenzamideYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Isophthalonitrile (12.8 g, 0.1 mol) and methanol (115.2 g) were mixed, and the resultant mixture was heated to 64° 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 13.1 g of m-cyanobenzamide (yield 90%).

Sources & evidence

ORD record
ord-1a2ae9c5372c4ac8910d5503f826749b
Source dataset
uspto-grants-2002_08
Patent number
US06433211B1

Reaction notes

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