An information processing apparatus includes an inquiry unit configured to inquire, if a drag and drop operation or a copy and paste operation of a file path is performed from a file management unit “A” to a file management unit “B”, what data is dropped of an operating system, a file object acquisition unit configured to acquire, if data is a character string indicating a file path, a file object of the file path, an intra-folder file object acquisition unit configured to acquire, if the data is a character string indicating a folder, a file object in the folder, and an addition unit configured to add the file object acquired by the file object acquisition unit or the file object acquired by the intra-folder file object acquisition unit to a file of a management target of the file management unit “B”.