 Aiello plotted to eliminate both Lombardo and Capone , and starting in the spring of 1927 made several attempts to assassinate Capone . On one occasion he offered money to the chef of Diamond Joe Esposito 's Bella Napoli Café , Capone 's favorite restaurant , to put prussic acid in Capone 's and Lombardo 's soup ; reports indicated he offered between $ 10,000- $ 35 @,@ 000 . Instead , the chef exposed the plot to Capone , who responded by dispatching men to destroy one of Aiello 's stores on West Division Street with machine @-@ gun fire . More than 200 bullets were fired into the Aiello Brothers Bakery on May 28 , 1927 , wounding Joe 's brother Antonio . During the summer and autumn of 1927 a number of hitmen Aiello hired to kill Capone were themselves slain . Among them were Anthony Russo and Vincent Spicuzza , who Aiello had offered $ 25 @,@ 000 each to kill Capone and Lombardo . Aiello eventually offered a $ 50 @,@ 000 reward to anyone who eliminated Capone . At least 10 gunman tried to collect on Aiello 's bounty , but ended up dead . Capone ally Ralph Sheldon attempted to kill both Capone and Lombardo for Aiello 's reward , but Capone henchman Frank Nitti 's intelligence network learned of the transaction and had Sheldon shot in front of a West Side hotel , although he didn 't die . 
