8-Chloro-3-iodoimidazo[1,2-a]pyrazine

Chemical properties

off-white solid

Biological Activity

8-Chloro-3-iodoimidazo[1,2-a]pyrazine has demonstrated broad-spectrum antibacterial activity at low concentration levels against both gram-positive and gram-negative bacteria. Its antimicrobial potency can be increased by structural modifications.

Synthesis

8-chloroimidazo[1,2-a]pyrazine (5.2 g, 33.9 mmol) and N-iodo-succinimide (NIS) (8 g, 35.6 mmol) were combined with DMF (34 ml). The reaction mixture was stirred at RT for 48 h. After that, the water was added to the suspension, and the solid was filtered, washed with water and MeOH, and dried under HV to afford 8-Chloro-3-iodoimidazo[1,2-a]pyrazine (7.17 g, 25.6 mmol, 75.8% yield).