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1 Peter 3:19 describes Jesus preaching to the spirits in prison, language that echoes 1 Enoch 21 where rebellious angels are confined in a fiery, underground prison and are similarly preached to by Enoch.
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2500 BCE
1000+ CE

1 Enoch 21:10

Pseudepigrapha
7 And from there I went to another place, which was still more horrible than the former, and I saw a horrible thing: a great fire there which burned and blazed, and the place was cleft as far as the abyss, being full of great descending columns of fire: neither its extent or magnitude could I see, nor could I conjecture. 8 Then I said: 'How fearful is the place and how terrible to look upon!' 9 Then Uriel answered me, one of the holy angels who was with me, and said unto me: 'Enoch, why do you have such fear and fright?' And I answered: 'Because of this fearful place, and because of the spectacle of the pain.' 10 And he said to me: 'This place is the prison of the angels, and here they will be imprisoned forever.'
Date: 200-50 B.C.E. (based on scholarly estimates)

1 Peter 3:19

New Testament
15 But set Christ apart as Lord in your hearts and always be ready to give an answer to anyone who asks about the hope you possess. 16 Yet do it with courtesy and respect, keeping a good conscience, so that those who slander your good conduct in Christ may be put to shame when they accuse you. 17 For it is better to suffer for doing good, if God wills it, than for doing evil. 18 Because Christ also suffered once for sins, the just for the unjust, to bring you to God, by being put to death in the flesh but by being made alive in the spirit. 19 In it he went and preached to the spirits in prison, 20 after they were disobedient long ago when God patiently waited in the days of Noah as an ark was being constructed. In the ark a few, that is eight souls, were delivered through water.
Date: 60-65 C.E. (If authentic), 80-90 C.E. (If anonymous) (based on scholarly estimates)
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