Sentence 1: should we have fought them harder used more weapons equal to their chemical weapons that weren't used

Sentence 2: I am not sure if we should fight our enemies harder with more weapons equal to the unused chemical weapons.
Is this second sentence entailed by the first?

Answer: yes

Sentence 1: But Time suggests that even these bold quasientrepreneurs need to commiserate around the water cooler.

Sentence 2: Quasi-entrepreneurs more than anyone need to bounce ideas off of each other.
Is this second sentence entailed by the first?

Answer: it is not possible to tell

Sentence 1: Buildings as pleasing as the 17th-century town hall face the large oblong plaza where shoppers, businessmen, and tourists take time out for coffee in the fresh air.

Sentence 2: People do not drink coffee here and are always indoors.
Is this second sentence entailed by the first?

Answer:
no