Naphthalenetetracarboxylic dianhydride → HCID 178457694, compound

Participants

Reaction Conditions

Reaction Steps

In a 250-ml round-bottom flask, equipped with a mechanical stirrer was placed 10.3541 g. (0.036 mole) of 1,4,5,8-naphthalene tetracarboxylic acid dianhydride in 100 ml DMF and the system purged with nitrogen. To this solution was added 4.9310 g. (0.089 mole) of propargyl amine, causing the temperature to rise to 46° C. Then heating was begun and continued at 135° C. for 5 hours. Then the apparatus was fitted with a distillation head and approximately 2 ml of distillate were removed over a one-hour period by heating at 135° C. After cooling, the solid material was isolated by filtration, washed with DMF and vacuum-dried to give a tan solid, 9.0084 g. (68.3%), recrystallization from DMAC gave 4.5840 g. of the diimide whose infrared spectrum was identical to that of Example 2(a).

Provenance & Evidence