Here are a few thoughts on the subject. I agree that the fission-type nuclear weapons available in WWII would have been inadequate to trigger a nuclear winter, both in terms of their power and of their numbers.
Regarding the questions of “How many nukes would have had to be dropped in that day before that danger? And, if that danger was imminent, would the warring countries have agreed to cease using the nukes and returned to conventional weapons?”, I think that there’s an incorrect assumption behind them: the assumption that a nuclear winter is something that operates on an “off/on” basis, like a light switch, with the results instantly visible while a nuclear war is in progress once you reach a certain megatonnage level. In actuality, a nuclear winter is something that would develop over the course of many months or perhaps even years. The theory behind a nuclear winter (as I understand it) is that a global nuclear war would pump vast quantities of smoke and fine particulate matter into the upper atmosphere, where it would reflect away enough sunlight to lower the planet’s temperature and disrupt the ecosystem. This is essentially what killed the dinosaurs 65 million years ago, when an asteroid hit the Earth and vaporized a large piece of the planet’s crust. Climate change on this scale doesn’t happen overnight. A global nuclear exchange, by contrast, is something that can happen within a matter of hours; for a good illustration of how quickly a nuclear war can develop, I recommend the HBO TV movie By Dawn’s Early Light, with Martin Landau and James Earl Jones. Opposing superpowers whose technology is suficiently advanced to have thermonuclear weapons powerful enough (and numerous enough) to trigger a nuclear winter would almost certainly also have the missile technology to deliver these weapons rapidly on a large scale. In other words: by the time it was clear that a nuclear winter had been triggered by a nuclear war, the war would already have been over for months (or even years) and it would be to late to do anything about it.