Org chem question?
>recreating published syntheses
>have aim at product pic releated
>solvent for synthesis is acetic acid + ammonium acetate
>perticipitate product after reaction by diluted ammonia
>filter off a lot of solid product
>wash the product with cold water or diluted ammonia
>it fucking dissolves all and reperticipitates in the filtrate

Wtf is happening? Ammonia cant deprotonate any of the hydrogens, right?
Do I need to make sure the pH is 7-8? How would I go about doing that, check pH after every drop of ammonia, use indicator?