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antranyl acid from phtal.anhydr.?

Started by oxygen, September 03, 1998, 08:13:00 PM

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oxygen

Here is industrial method for antranyl.acid:
phtal. anh.  + NH3(aq) -> phtalamin.acid
phtalamin. acid + NaOCl -> antranyl.acid
Is it useful for laboratory?




Cheapskate

I think Oxygen is talking about anthranilic acid.  One of my favorite precursors. 

Oxygen, would you post more details on this??

Please.


Rhodium

The reactions are already in my Quaalude FAQ. The only difference is that it uses OBr- instead of OCl- for the final reaction. Compare with the hofmann reaction in Eleusis Methylamine FAQ, and you have a complete OTC synth for anthranilic acid.

Could somebody help me work out the synthetic details for the NaOCl + phtalimide => anthranilic acid reaction? Cheapskate?


Cheapskate

Is phthalic anhydride OTC??? What is it used in.  I've looked around and haven't found it.  This sounds like an interesting reaction to pursue.

Rhodium

Naphtalene can be oxidized to phtalic acid with sulfuric acid with catalytic mercury sulfate. The anhydride forms on heating of the di-acid.

Are we making quaalude from earth, wind & fire yet?  https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000099418-file_a82s.gif" title="View this image">


Cheapskate

I'm getting closer, I just finished working out the route using polyphosphoric acid and have found a way to maximize yield.  Using wind to evaporate, fire to heat, water to force crystalization, the earth part is hard.

oxygen

Graebe,Rostowzew, Ber._35_, 2747(1902)
with NaOCl -> _Yield=95%_

Aurelius

does anybody know about this?  viable?  (procedure maybe?)

Rhodium

As I said above, the procedure is already on my page, see the section Method 2: Anthranilic Acid from phtalic anhydride in the document at

https://www.thevespiary.org/rhodium/Rhodium/chemistry/quaalude.html