YOU SAID:

When I walk in the room I was searching for the broom

INTO JAPANESE

部屋に入ると箒を探していた

BACK INTO ENGLISH

When I entered the room, I was looking for a broom

INTO JAPANESE

部屋に入るとほうきを探していた

BACK INTO ENGLISH

I was looking for a broom when I entered the room

INTO JAPANESE

箒を探していたら部屋に入った

BACK INTO ENGLISH

I entered the room when I was looking for a broom

INTO JAPANESE

ほうきを探していたら部屋に入った

BACK INTO ENGLISH

I entered the room when I was looking for a broom