I spoke with Plot about this, and it seems for a lot of us fans, Alucard not knowing Jonathan and Charlotte who both play a role in the 1999 battle, is a very odd thing. It isn't that he's unaware of these characters and their involvement with Brauner on 1944: he doesn't know these characters at all.
Just responding to this because I got the impression that there is a misunderstanding of what told you: When we talked, I expressed being weirded out by the fact that Alucard -- who we would assume has all important info on Dracula -- has no clue who these key people who defeated Dracula are. His characterization comes off as too clueless for someone so important, is what I said (and there's a bit that makes him come off as kinda incompetent, too). Strange writing on my opinion, but GoS
contradicts nothing if it says that Jon and Charlotte were not in 1999. There was no confirmation they *were* to being with.
And on this subject- previous info
suggested Alucard not going to sleep after SotN. He wandered the ages looking for a way to completelly defeat Dracula (and in the meantime handed down the spear to the Lecardes, as mentioned previously here). This is explained on his Judgment intro, ending, and touched upon on DoS Library. Also, Judgment showed that Alucard knew who the Morris are (in general, not "specific Morrises", same as Lecardes, who he seemed to know "in general", not Eric in specific), and what is their role. So, it appears he also knew the Belmonts had vanished. But now, with this extreme lack of clue on his part, I'm starting to believe he took another nap or something.
Now it's wait to see how the new story unfolds or what detail it adds/changes. It's nice to see it getting clarification, even if not minutiously detailed.