Author Topic: [i]o[/i]-nitrophenylacetone  (Read 150 times)

Helgoland

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[i]o[/i]-nitrophenylacetone
« on: January 19, 2011, 08:35:59 PM »
might be produced like indole in the Reissert synthesis by acetylation (!) of o-nitrotoluene.
http://en.wikipedia.org/wiki/Reissert_indole_synthesis
Anyone up for nitrospeed?

Helgoland

Evilblaze

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Re: [i]o[/i]-nitrophenylacetone
« Reply #1 on: January 19, 2011, 10:51:22 PM »
This method looks cheap, easy, OTC, but there are "small" problems with it.

-it requires a  lot sodium or potassium.

-it has relative low yields

The article on Organic Synthesis will give just inolyl-2-carboxylic acid ethyl ester what should be decarboxylated to normal indole:
http://www.orgsyn.org/orgsyn/prep.asp?prep=cv5p0567

Here is an article for the decarboxylation of the indole-2-carboxylic acids:

Sedit

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Re: [i]o[/i]-nitrophenylacetone
« Reply #2 on: January 19, 2011, 11:45:56 PM »
There is no need for elemental Na or K since there alkoxides can be made from there hydroxide counter parts. Im not fully sure the mechanism this takes but a stronger base would more then likely increase yeilds.
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Evilblaze

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Re: [i]o[/i]-nitrophenylacetone
« Reply #3 on: January 20, 2011, 12:58:42 AM »
Yess, sodium/potassium could be prepared from ethanol and KOH/NaOH.

But these won't be pure chemicals, they will contain a LOT hydroxyde (especially if they are prepared in a home lab), what won't be good for the maleic acid esters, they could easily hydrolize to sodium maleate and alcohols....

Here is a patent for preparing alkali ethoxides:

Balkan Bonehead

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Re: [i]o[/i]-nitrophenylacetone
« Reply #4 on: January 20, 2011, 04:26:31 PM »
What is "nitrospeed" ????

RoidRage

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Re: [i]o[/i]-nitrophenylacetone
« Reply #5 on: January 20, 2011, 07:06:26 PM »
o-nitrophenylacetone could yields 2-nitroamphetamine or 2-nitromethamphetamine ;D

Enkidu

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Re: [i]o[/i]-nitrophenylacetone
« Reply #6 on: January 21, 2011, 12:18:46 AM »
There might be toxicity associated with this one, especially with chronic redosing.

http://en.wikipedia.org/wiki/2,4-Dinitrophenol

Why do you even think this one would be active as a releaser?

Tsathoggua

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Re: [i]o[/i]-nitrophenylacetone
« Reply #7 on: January 21, 2011, 08:46:53 AM »
Just be aware, issues with similarity to DNP aside, the nitro toluenes occuring as an isomeric mixture, the 4-substituted amphetamine, I think that will prove to be a nasty drug indeed, what with the electronegativity of the nitro group...might make it similar enough to a halogen, from the receptors point of view to make 4-nitroamphetamine into a serotonergic neurotoxin in a similar manner to para-haloamphetamines (4-fluoroamphetamines not withstanding)

Now I don't know about you guys, but I quite like my serotonergic neurons as they are, thanks for asking. 
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jon

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Re: [i]o[/i]-nitrophenylacetone
« Reply #8 on: January 21, 2011, 09:29:46 PM »
4-nitromethampetamine is very similar to ecstacy according to mice studies it's an interesting concept.
i have somewhere the patent describing it's preparation from methamphetamine.
it's been a long time since i visited the subject.
but there is a thread over at SM about novel amphetamine variants.
the ld 50 of the stuff is about 1 1/2 that of mda 65mg/kg mda 98 mg/kg so it's not out and out poison.

and slightly lower than methamphetamine which is 55mg/kg or there abouts.
let me come back with what i can find on it.
but the easiest and most selective route is nitration of methamphetamine.

aww ok here it is, some idiot on there named 'jon' goes on and on.

http://www.sciencemadness.org/talk/viewthread.php?tid=7061

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The internet web sites and documentation of the recreational drug culture have been studied alongside the professional scientific and regulatory literature. The review demonstrates the great complexity of the chemistry and neuro-pharmacology of these chemicals and the challenge faced by legislative bodies to control their traffic and use for the sake of social welfare.


bah humbug DEE E AYYE!!!
« Last Edit: January 21, 2011, 11:55:03 PM by jon »

Helgoland

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Re: [i]o[/i]-nitrophenylacetone
« Reply #9 on: January 21, 2011, 10:55:45 PM »
I have no idea about activity, toxicity etc, I just liked the concept.
"Nitrospeed" is my own creation ;D
Maybe the nitro-could be converted into another group like an amine; UTSEing didnĀ“t help.

Helgoland

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Re: [i]o[/i]-nitrophenylacetone
« Reply #10 on: January 21, 2011, 11:13:26 PM »
UN paper that makes reference to 4-nitromethampetamine analog/variants.

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Tsathoggua

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Re: [i]o[/i]-nitrophenylacetone
« Reply #11 on: January 22, 2011, 11:30:02 PM »
Just because its LD:50 isn't shockingly low in mice doesn't mean much in humans...

IIRC 4-chloroamphetamine doesn't lower 5HT levels in mice, whereas it does so in the rat.
Nomen mihi Legio est, quia multi sumus

I'm hyperbolic, hypergolic, viral, chiral. So motherfucking twisted my laevo is on the right side.