Let's say I have my aws account "account1", and my friend has their account "account2", both running classic. We could have both talked to each other's instances by their _private IPs_ even though they're in different accounts. AWS has no way of knowing those two instances are related, other than that they're both in classic.
Sure, AWS could make a global cross-account emulated flat network, but at that point, it's probably cheaper to just use the real thing, which was already built and functions... and at that point, you're not migrating them to "the new platform", but rather to "ec2 classic 2"