1. Add an entry to ~/.ssh/config instead of adding a bash alias: it works with scp/sftp as well as ssh.

e.g.

  Host dev
  Port 22222
  IdentityFile ~/.ssh/icantreadwhatyourprivatekeyfilescalled
  User dev
  HostName dev.web3box.com

--- then ssh dev logs you into your dev box.

Read man ssh_config.

2. Why in the world are you running sudo? Even if you are logging in as root on the remote server, sudo only has an affect on the local machine.