If $r = 0$ then the result is trivial. If $r < 0$ then it is false, for example for $S = \\{-1,1\\}$ and $r = -1$, $\sup rS = 1$ while $r\sup S = -1$. In fact, for $r < 0$ we have $\sup rS = r \inf S$.
If $r = 0$ then the result is trivial. If $r < 0$ then it is false, for example for $S = \\{-1,1\\}$ and $r = -1$, $\sup rS = 1$ while $r\sup S = -1$. In fact, for $r < 0$ we have $\sup rS = r \inf S$.