まず、彼は契約書に署名する前に書類を確認しなければならなかった。

First, he had to review his documents before signing the contract.

子供の頃、あなたたちはお菓子を他の人と分け合うべきでした。

When you were children, you were supposed to share your sweets with others.

子供の頃、私たちは庭で両親を助けなければなりませんでした。

When we were children, we had to help our parents in the garden.

都市に住んでいたとき、あなたは近隣の調和を保つために地域のルールに従わなければなりませんでした。

When you lived in the city, you had to follow the community rules to maintain neighborhood harmony.

学生たちはプロジェクトを時間通りに提出するべきだったが、何人かは遅れてしまった。

The students were supposed to submit their projects on time, but some of them were late.