Sutton’s Jack Draper was a game away from going out but turned the match around to get past home player Thanasi Kokkinakis in five sets.
Jacob Fearnley also progressed with a four-set victory over Frenchman Arthur Cazaux.
But Kingston’s Jodie Burrage along with fellow Brit Harriet Dart went out.
Burrage was beaten in straight sets by American star Coco Gauff while Dart lost in three sets to Croatia’s Donna Vekic