Hydrochloric Acid → HCID 136388401, compound

Participants

Reaction Steps

In a glass reactor 7.98 g (60 mmol) 2-amino-4,5-dicyanoimidazole was dissolved in 200 ml water plus 45 ml conc. hydrochloric acid. At 0° the stirred solution was diazotized over ~ 10 minutes by the slow addition of 6.0 g sodium nitrite dissolved in 15 ml water. The mixture was stirred for 1 hour at 0° to insure complete reaction. Then 7.52 g (60 mmol) anhydrous sodium sulfite dissolved in ~40 ml of water was added at once to the vigorously stirred suspension of 2-diazo-4,5-dicyanoimidazole. The bright yellow mixture was stirred for 30 minutes at 0° and filtered. The yellow cake was washed with a little cold water and air dried. This procedure was repeated two more times giving a total of 15.4 g of crude material. The crude product was recrystallized from boiling water (~600 ml). The hot solution was filtered. The yellow filtrate deposited golden plates on cooling. The product was collected at 0°, washed with a little ice water and dried in a vacuum oven at 70°. This gave 9.6g (41%) of 2,2'-azobis(4,5-imidazoledicarbonitrile); mp >300°.

Provenance & Evidence