Dundee made six changes to the team that played at Airdrie. Antonio Portales came in for his debut and Diego Pineda made his first start. Adam Legzdins, Owen Beck, Jordan McGhee and Zach Robinson also came in. Luke McCowan was suspended. The other five players who were replaced were all on the bench; Jon McCracken, Cammy Kerr, Jack Wilkie, Lyall Cameron and Zak Rudden. There was a change to the formation too, with the Dee adopting a three man defence.
In a game which Dundee needed to win they started well and played some fine passing moves. But on 15 minutes Joe Shaughnessy put in a good header in which forced the Sons keeper to save well.
A great move involving Tiffoney and Beck and his cross set up Jordan McGhee who somehow put the ball over the bar. Josh Mulligan then sent Zach Robinson racing clear, but he shot against the goalie.
But on 38 minutes they finally scored when Beck had a shot saved but the he spilled the ball and in nipped Zach Robertson to score. Dumbarton only took three minutel to draw level, the ball was blocked twice but third time Wallace smashed the ball home.
But a few minutes later Dundee scored to make it 2-1, Scott Tiffoney sent Diego Pineda through the middle to score with a quick, low finish off the post from 16 yards. A fine end to the half and Dundee will have the chance to finish the game in the second half.
Dundee started well and took full control and were unlucky a few time with chances missed and one was off side.
But on 77 minutes Scott Tiffoney was fouled in the box and the referee pointed to the spot. Durnan was sent off for his treatment to Tiffoney. Up stepped Zach Robinson to score to make it 3-1.
Dundee maybe should have scored more in the latter stages of the game but they were unlucky a few times.
Next up is Inverness CT at Dens on Sunday where Dundee need to win to have any chance of going into the next round.
Dundee: Legzdins, Ashcroft (Robertson 83), Shaughnessy, Portales, Mulligan, McGhee, Boateng, Beck, Tiffoney, Pineda (Cameron 66), Robinson. Unused Subs: McCracken (gk), Sharp (gk), Kerr, Byrne, Rudden, Anderson, Wilkie.
Att: 1,940
Referee: Willie Collum