3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)benzonitrile synthesis

Yield:37896-23-4 1.6 g

Reaction Conditions:

in 1,4-dioxane; for 16 h;Inert atmosphere;Dean-Stark;Reflux;

Steps:

[0101] Preparation 3: 2- (3-(4, 6-bis(trichloromethyl)-1, 3, 5-triazin-2-yl)phenyl)isoindoline- 1, 3-dione

[0101] Preparation 3: 2- (3-(4, 6-bis(trichloromethyl)-1, 3, 5-triazin-2-yl)phenyl)isoindoline- 1, 3-dione[0102] Step 1: Dissolved 3-aminobenzonitrile (1.5 g, 12.7 mmol) in anhydrous dioxane (42 mL) under N2. Added phthalic anhydride (2.54 g, 17.1 mmol). Affixed Dean-Stark trap and refluxed for 16 h. Cooled to 0° C and filtered off solid (2-((3- cyanophenyl)carbamoyl)benzoic acid). Concentrated filtrate to afford 3-(1 ,3- dioxoisoindolin-2-yl)benzonitrile (1.6 g) as a white solid. MS, calc’d = 248.06. Obsv’dmlz: 248.91 (M+1).

References:

WO2014/159993,2014,A1 Location in patent:Paragraph 0101; 0102