FR 3008 then EW 9511 at Madrid
Milan → Madrid → Düsseldorf
Timetable, Madrid time
19:50FR 3008 from Milan at the gate
18:20EW 9511 to Düsseldorf leaves the gate
22 h 30 apart on the timetable, overnight
EW 9511 leaves 22 h 30 after FR 3008 arrives on the timetable: more than half a day, so not a connection we count.