This is the verse used to show Paul prayed for his dead friend:
St. Paul in the Second Letter to Timothy prayed for a friend of his, Onesiphorous, that the Lord might "grant unto him that he might find mercy on that final day, the Day of Judgment" (2 Tim. l:16ff).
The KJV says this:
2 Timothy 1:16: The Lord give mercy unto the house of Onesiphorus; for he oft refreshed me, and was not ashamed of my chain:
17: But, when he was in Rome, he sought me out very diligently, and found me.
18: The Lord grant unto him that he may find mercy of the Lord in that day: and in how many things he ministered unto me at Ephesus, thou knowest very well.
My impression is he hoped Onesiphorus was saved and by in the day he means at this death.
I also have never seen in the Bible a quanitator before it discusses sin. As far as I've been able to tell they all carry the same rank. Sin is sin to God. He can't let anyone sin go through the gates.