Author Topic: proposed NaClO chlorination of aromatic amines  (Read 59 times)

poisoninthestain

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proposed NaClO chlorination of aromatic amines
« on: July 16, 2009, 08:55:58 PM »
http://www.erowid.org/archive/rhodium/chemistry/5-chlorovanillin.hypochlorite.html

...supposedly works for disubstituted benzaldehydes to form a monochlorinated product.

My question is how this will work on aromatic disubstituted amines *cough* 2C-H...

I'm planning on testing this out sometime in the near future.

I assume it will form the hydrochloride salt of 2C-C as well.


Sedit

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Re: proposed NaClO chlorination of aromatic amines
« Reply #1 on: July 16, 2009, 09:14:11 PM »
Im not 100% on this but wouldn't the amine react with -OCl to form the chloramine derivitive.

However this seems like this text could make a good addition to the vanillin to 5-hydroxy vanillin(AKA The iodination of vanillin)threed seeing as how it will form the 5-chloro vanillin in 90% yeilds from nothing more then Sodium hypochlorite.
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