iTunes not saving info or keeping Media folder organized

Thanks for trying to help. Converting to ID3V2.3 didn't help when I tried it but I'll try it again. I'll look into those scripts, too. The Title tag is just blank. Just to give you a better idea of the problem, here's a screenshot of an album folder in Windows Explorer that shows tracks with the problem and a few that are fine.

So the three tracks that have the title tag filled in also have track numbers at the beginning. I downloaded the tracks for this album and imported them into iTunes. I first added album and artist tags for all the tracks using the Info window. Then I went through each song and filled in the track number field in the Info window. A few of the songs had incorrect titles, so I changed them at that time, too. So those few songs where I had to change the names were the only ones that filled in the title tag and changed the file name to include the track number at the beginning. The others where I only filled in the track number field and left the title field as is was ended up with blank title tags and no track number at the beginning.

Running Malwarebytes but I've always had that with no problems.

Yes, the files are all inside the designated media folder.

I've tried turning Keep Organized off and on a few times. Didn't help.

Tracks are all mp3, the ones that work and the ones that don't work.

OK, I just realized what the problem is. First, I was wrong about a couple things. The only tag it's not adding is the title tag. The others are fine. So the two problems are that it's not adding the title tag and also not changing the name of the file to include the track number at the beginning. The second thing I was wrong about was that this problem has apparently been happening for quite a while. I just hadn't noticed it until recently.

What I finally discovered is that this problem is only happening with songs I have not changed the titles of in the Info window. If I change the title field in the info window, it will fill in the title tag and add the track number to the file name just fine. If I leave the title unchanged and only fill in other info fields (including the track number), the title tag will not be added and the file name won't change.

The way to fix this would then be to go back and find every file name in the iTunes Media folder that doesn't have a track number at the beginning, go into iTunes and change the title name in the Info window to something else and then change it back. Needless to say, this is going to be a real pain to do! I wish it would simply add the title tag and change the file name when I simply add the track number field in the info window.

Did that all make sense? Can you think of an easier way to fix this other than manually changing the info twice for each of the songs?

Sorry, to answer your question. To recreate the problem take an mp3 song with no tags and import it into iTunes. Then select the Song Info command and fill in the Artist, Album and track number fields but leave the Title field alone. It should leave you with a song file in Windows Explorer that is sorted into the correct artist and album folders but with a blank Title tag and no track number at the beginning of the file. When I download songs, some of them have incorrect song titles and others have correct ones. It's the ones with the titles I don't have to change that are the problem. Why doesn't it add a Title tag automatically without having to change the song title? Why doesn't it add a track number to the beginning of the file if you enter a number into the Track Number field?

None of those solutions worked for either of the problems, unfortunately. It's strange because it seemed to be working fine for a long time and just recently started having this problem.

The script worked great. Thanks! A new script that changes the name and changes it back again in one step with no data entry required would be even better!

Perfect. Thank you!