UngeheuerLich
Legend
It is kist the second rapier at level 1 to 5 that is impossible. Alertness and blind fighting style both have their merits. I would also tend to take blind fighting, but that is really a taste thing.The cheese is strong with this. First off Bladesong ends if you use 2 hands to make an attack with a weapon, I would say that having a weapon in each hand breaks the spirit of this, even if it does not breaks the wording and I would rule it out as cheese. Other tables may vary.
Second, heavy obscuration, according to the PHB (page 183) confers the blindness condition to creatures within. So attacks on you are at disadvantage but so are your attacks on them. Alertness does not really help at all. In my opinion it would need the Blind Fighting style from Tasha's picked up as a feat to make this work.
Obscuration as a tactic is going to upset the rest of the party unless the whole lot are set up for blind fighting. I could see that one annoying the DM though.
If you want permanent disadvantage on attack roll to you get a cloak of displacement or figure out some way for a third party to cast blur on you, or greater invisibility.
The spell selection is interesting though. I could see some eyebrows raised if one visits the local hostelry with a greater demon in tow.
I am also not sure Rope trick works like you imply. My understanding is that once cast, one has to climb the rope to get in, so 60 feet of rope, 2 turns climbing, unless one as a climb speed of 30 feet.
The Idea of darkness + devil sight is not new. Its also no news that it annoys the rest of the party. But on the other hand, if there is no spellcaster relying on line of sight, attacks are neither have disadvantage nor advantage. So for most character, nothing changes. A rogue might be annoyed, because I am not sure right now, if the cancellation of advantage is enough to be able to sneak attack, but here chosing blind fighting style might grant them a lot of benefits.