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DON to 4-amino

Y

yaesutom

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Oct 15, 2000
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Was just checking out the DOC Pihkal entry,
In the making of this, by the procedures that have been followed in Canada, there are two chemical intermediates which might, some day, be looked at as potential psychedelics under their own colors. Reduction of the compound that is called DON in this Book II (2,5-dimethoxy-4-nitroamphetamine hydrochloride) with Pd/charcoal and hydrogen, gives the 4-amino derivative. This is 2,5-dimethoxy-4-aminoamphetamine dihydrochloride, DOA, which melts at 248-250 °C. And the reduction of an oxime intermediate gives rise to the acetamido analogue, 2,5-dimethoxy-4-acetamidoamphetamine hydrochloride, DOAA, with a mp of 249-250 °C. Neither compound has been tasted, but someday this omission will be corrected.
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So... if one were to happen to come across some DON someday.. you could go from DON ---> DOA / 4-amino-amphetamine? From what I read about it it looks easy to do many ways? ... just a thought, kinda like, why not and then eat some ya know?

Or what about replacing the nitro group with an alkyl? Just did a google search and found some sites discussing this - I know you can have some reaction to where the iodine gets'ed off'ed in DOI and you can replace it with a methyl, ethyl.. etc.
 
Although chemistry is far from being my speciality (I still have problems with calcultaing moles :P), I would suspect that you might have a difficult time with this since you have two nitrogen groups - the one that is at the end of the chain and the one on the 4-position (your target).

I imagine you would need something to protect the first amine group during the reaction.

But I am probably just bullshitting, so I'll shut up and leave this to the chemists ;).
 
I was chatting with someone tonight, said it would be real clean and quick to go from DON to DOA/4-amino with palladium on carbon with hydrogen at room temp, interesting I just was looking back at the DOC entry in pihkal he mentions DOA being unexplored but probably psychedelic, so I suppose if DON landed in my hands and some friend with that stuff could take a little and make some DOA and i'd eat it up and see what it does.
 
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