Tarpits and lava weren't covering the landscape millions of years ago, and getting out of the tar is only the first hurdle (a hurdle that would be hard even with a 180 IQ and some friends helping out), he'd then have to remove the tar, because it would seal up his pores and cause death. And removing tar requires more than just water and a towel.
When I refer to tarpits and lava, what I mean is tarpits, lava, glaciers, lake-bed dino-murders and anything else which can cause fossilisation conditions.
Yes, tar pit extraction would be difficult, but a team of intelligent dinosaurs communicating and using tools would have an incredible advantage over a lone dinosaur with no cognitive ability in the task of escaping death-by-tar.
(By the way, a dinosaur killed by the post-tarpit experience described above would likely not fossilise - tarpits only cause fossilisation by anaerobically preserving remains, and a partial, thin layer of tar on a dinosaur cadaver wouldn't be enough - ESPECIALLY if his tissue, bone and other bodyparts were used by his comrades for tools and rope).
And it just IS impossible that a society that advanced and widespread could come to an end with the citizens de-evolving and all traces of said civilization disappearing.
De-evolution is more possible and true than you believe. It does occur regularly in populations where technology is comprehensive enough to prevent natural selection - and technology levels don't really have to go too high before this happens. Equip a population with crude medicine, houses and significantly fast transport and you've already weakened the natural selectors of disease, exposure to the elements and predation.
They would be. A simple raft couldn't make for dependable intercontinental travel, and even to carry just a few dozen dinosaurs, the proportions would have to be immense. You have to know of the species that are found on more than one continent, and they are incredibly large beasts, that grew at a very fast pace, so they would have to take into consideration that from the beginning of the journey to the end, the size of their passengers would double, and in some cases triple. Not to mention how they would steer or navigate the vessels, or what powered them.
I think it's likely that swimming pseudo-dinosaurs like the Plesiosaurus or Icthyosaurus would have played a major role in both navigation and in ensuring that boats stayed together - or were even augmented in transit. In much the same way as space stations are (allegedly) assembled from smaller parts launched piece by piece into space, perhaps maritime dinosaur superstructures were assembled at sea in order to meet the need of the growing cargo of baby dinosaurs.
Firstly, try taking a dozen pieces of string and intertwining them into a rope with just three fingers. Secondly, dinosaur claws weren't as dextrous as human fingers. Thirdly, rope made from sinew would not be strong enough to hold anything together heavier than a bundle of sticks. Fourthly, the sinew would decompose, not dry out.
With determination, tools and the help of several others, rope-making is entirely feasable. (One method is to secure the ends of all involved sinews on a horizontal plane quite close together and then just twirl them around with a crude circular motion until they're tautly intertwined. Don't say it can't be done - I've tried this myself using only "monkey hands" (where you don't use your thumb, just use the four fingers as one crude mega-finger). If all the sinews are secure at the other end, it's a piece of cake).
If sinew can't be dried and made into rope, how is it that past human civilizations have made string, twine and rope from animal remains for centuries?