If the addresses are different, you have some options. Use the CLI wallet[1], where using the commands you can create a transaction and specify the number of output pairs, or use the Feather wallet[2].
https://featherwallet.org/img/receive_light.png
[1] https://www.getmonero.org/downloads/
[2] https://featherwallet.org/
Hi yes it must be the same wallet, 5 same value transactions to the same address.
I am found tools in Feather wallet >> pay to many. It's worked. Not sure that in right way but worked.
The pay to many feature is the correct way to do this. In the pay to field you would enter the destination address and payment amount separated by a comma. Then repeat this 4 more times on separate lines.