Ramos was sacked by Spurs in 2008 after guiding them to their worst ever start to a league campaign. He was replaced by Harry Redknapp, who was in turn succeeded by Andre Villas-Boas last summer. Villas-Boas was sacked earlier on Monday following a 5-0 home defeat to Liverpool.
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The draw in full can be found here.
The first legs will be held on February 20, with the return fixture scheduled for February 27.
The draw for the last 16 was also held, and Tottenham will face off against PAOK or Benfica, who dropped out of the Champions League, if they beat Ramos' side.
It was a tough draw for Swansea, who will face Porto or Eintracht Frankfurt if they get past Napoli.
The last-16 first legs will take place on March 13 and the second legs a week later on March 20.