Sentence 1: I waiteduntil I heard the outside door clank shutbefore I followed.

Sentence 2: I followed after I heard the outside door shut.
Is this second sentence entailed by the first?

Answer: yes

Sentence 1: A free ebook from http://manybooks.net/

Sentence 2: The book is only available today.
Is this second sentence entailed by the first?

Answer: it is not possible to tell

Sentence 1: Jon watched him run to the men and the berserk horse.

Sentence 2: He was being chased as he ran to the men.
Is this second sentence entailed by the first?

Answer:
it is not possible to tell