The Vespiary

The Hive => Chemistry Discourse => Topic started by: oxygen on September 03, 1998, 08:13:00 PM

Title: antranyl acid from phtal.anhydr.?
Post by: oxygen on September 03, 1998, 08:13:00 PM
Here is industrial method for antranyl.acid:
phtal. anh.  + NH3(aq) -> phtalamin.acid
phtalamin. acid + NaOCl -> antranyl.acid
Is it useful for laboratory?



Title: Re: antranyl acid from phtal.anhydr.?
Post by: Cheapskate on September 04, 1998, 03:07:00 AM
I think Oxygen is talking about anthranilic acid.  One of my favorite precursors. 

Oxygen, would you post more details on this??

Please.

Title: Re: antranyl acid from phtal.anhydr.?
Post by: Rhodium on September 04, 1998, 03:32:00 AM
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?

Title: Re: antranyl acid from phtal.anhydr.?
Post by: Cheapskate on September 25, 1998, 03:55:00 AM
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.
Title: Re: antranyl acid from phtal.anhydr.?
Post by: Rhodium on September 25, 1998, 10:21:00 AM
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: Re: antranyl acid from phtal.anhydr.?
Post by: Cheapskate on September 25, 1998, 10:16:00 PM
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.
Title: Re: antranyl acid from phtal.anhydr.?
Post by: oxygen on September 30, 1998, 02:08:00 AM
Graebe,Rostowzew, Ber._35_, 2747(1902)
with NaOCl -> _Yield=95%_
Title: ?
Post by: Aurelius on November 19, 2002, 11:06:00 PM
does anybody know about this?  viable?  (procedure maybe?)
Title: Anthranilic Acid from phtalic anhydride
Post by: Rhodium on November 20, 2002, 12:11:00 AM
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 (https://www.thevespiary.org/rhodium/Rhodium/chemistry/quaalude.html)