CEDAR RAPIDS, Iowa (AP) — A Waterloo man has been sentenced to two years in federal prison for threatening to kill his ex-girlfriend. Federal prosecutors in Iowa say 25-year-old Adam Charles Butler was sentenced Thursday after he pleaded guilty in November to willfully making threats to kill or injure another by means of an explosive.

Investigators say Butler has a lengthy history of domestic violence, including physical assaults, break-ins, vandalism, threats with guns and repeated verbal and text message death threats. At Butler’s sentencing, prosecutors referenced text messages Butler sent to his ex-girlfriend threatening to blow up her car and apartment while she and their young child were at home.

Officers arrested Butler after seeing him driving away from the woman’s home in violation of a no-contact order.