Synthesis of indigo from anthranilic acid - reaction not taking place
Trichloroacetic acid was definitely the wrong way to go.

The reason is the chloroacetic acid is alkylating your anthranilic acid, adding the missing carbons Ben Norris comments on.  Ttrichloroacetic acid is not a great alyklating agent, owing to steric bulk.

If you are dead set against working it up and separating your anthranilic acid, you might try just adding the chloroacetic acid.  

Otherwise clean it up and start over.