1/ why do you need to replace stainless steel chainplates? are they bent or damaged?
2/ if chainplates are leaking at the hull-to-deck joint, you need to clean the area thoroughly of old caulk. on my boats, the chain plates i've had were stainless cross- shaped with an upright tang, a flat plate thorugh bolted to the deck with backing plates, and a lower tang section that bolted to steel plates on the hull. i needed to unfasten the chain plates belowdeck by loosening the bolts that hold them. you have to support the side stays somehow if you're removing chainplates. (number each bolt and be sure to put it back in the same hole when you're done.minor distortions in the chain plates over the years, from differential loading of the chain plates under sail. may make it difficult to re insert the bolts into different holes. .) unfasten chain plate bolts from down below, unbolt deck plate bolts from the deck, NB stays must be off. then bring the chain plates out. clean them off . clean the deck of grit and old caulk. get proper new caulk and read directions. when you reset the new plates onto new caulk, do NOT immmediately tighten the deck bolts as you'll squeeze all the caulk out. let the caulk cure for 24 hrs or so , tighten deck bolts, then bolt below the deck.