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Metacelsus
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Posts: 2531
Registered: 26-12-2012
Location: Boston, MA
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Mood: Double, double, toil and trouble
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Salts, for example. Also oligomerized oxidation products (similar to aniline).
I agree that it probably isn't worth trying to purify the brown powder to get rid of the color. It could be 99.9% pure and still be brown. The brown
stuff is probably good enough for most purposes.
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Pumukli
National Hazard
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Thanks Amos, good to know that "cocoa powder" from this reaction is still as good as the original thing! 
If you have some pure anthranilic acid - and some time - then you may conduct a precipitation experiment with it. I'd like to hear about the results
of this.
Basically, dissolve some AA in dilute acetic acid and mix this solution with the solution of some water soluble Ca2+-salt. (Chloride,
acetate, what you have at hand). Then wait and report what happens! I think you will got precipitation after a few hours (days), and that precipitate
won't melt below 300 C.
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Pumukli
National Hazard
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I slowly explore parts of this particular Hofmann rearrangement and I found it more and more interesting from an amateur's point of view.
A seemingly simple reaction but there are several stages and hidden steps involved and it is a challenge to try to trace them.
My biggest achievement is that I think I solved the "black tar" problem and now I know how to avoid it altogether!
I also prepared a few hundred milligrams pretty good AA at last (mp: 146-147 C). Yield is not great yet but hopefully I could improve it too.
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