Sciencemadness Discussion Board

about methyl nicotinate

SARTIOS - 14-6-2007 at 08:24

hi , i need some help about methyl nicotinate uses and derivatives . I have a small amount of this and i dont know how i use it, i think maybe i can use it for aneasthetical derivatives or something!! thanks

Sauron - 14-6-2007 at 21:07

The methyl ester of nicotinic acid

Well, the free acid, and its amide form, are better known as Niacin, a vitamin.

What you have is pyridine 3-carboxylic acid methyl ester.

I am unfamiliar with any particular applications for this ester.

Nicotinamide you can dehydrate to the nitrile or you can oxidize the pyridine ring to the pyridine-N-oxide but those are five-finger exercises from Org.Syn. as well and AFAIK don't really lead anywhere very interesting.

Why don't you google "methyl nicotinate" and see what pops out?

SARTIOS - 14-6-2007 at 22:53

yes i find some information in google, its have some hyperemic/lipolysis action , thanks and i wait for more information from somebody knows evrything else!!

Sandmeyer - 19-6-2007 at 08:25

The quartenization product that arizes by MeI treatment can be reduced wityh NaBH4 to yield an alkaloid with quasi-stimulant psychoeffect (arecoline). It is also produced during the course of the metabolism of betel nut. it is an easy synth needless to say...

stimo-roll - 20-6-2007 at 11:48

is MeI treatment is nessesary, nor-arecoline will be react with Grinhard 4-ClPhMgBr or PhMgBr (-20C needed to produce "right" isomer) and then halogenation, for example with Br2 in AcOH?

SARTIOS - 21-6-2007 at 22:01

i dont know what is Mel treatment , may i have some help please? you say that the synth is very easy, can you write the procedure? thanks

Sauron - 22-6-2007 at 00:11

Get a book on basic organic chemistry, go to the chapter on Amines, find the section on Quaternization of Amines or Quaternary Ammonium compounds and start reading.

Also UTFSE, which in case you don't know, stands for Use the Frigging Search Engine.

Google is also a good idea in the same regard.

SARTIOS - 22-6-2007 at 00:58

ok thank's for the moment, i find a patent for making arecoline but the yield is not very good (about 43%) if you know a better idea with higer yield pleas tell me

[Edited on 22-6-2007 by SARTIOS]

SARTIOS - 1-7-2007 at 23:52

so i need a good method for methylation of methyl nicotinate (the NH group) , with CH3J is a good idea? and
the parameters? (pressure, temperature etc.) a better idea of metylation? thanks

stimo-roll - 3-7-2007 at 10:20

check this patent US 6132286. (55% after reduction NaBH4).
what you want to do? arecoline?

[Edited on 3-7-2007 by stimo-roll]

SARTIOS - 3-7-2007 at 22:09

yes arecoline, iwill take a look on this patent thanks very much!

stimo-roll - 4-7-2007 at 09:35

from arecoline you can synt antidepresant nocaine (UTFSE).

SARTIOS - 5-7-2007 at 03:11

that's very good idea, if you know a patent please write to me ok?

Sauron - 5-7-2007 at 19:33

You asked about methylating the NH group in methyl nicotinate

There is no NH group in methyl nicotinate

There is the N in the pyridine ring only. You can't methylate it, it is tertiary (aromatic) but you can quaternize it.

Is that what you mean?

Or do you want to reduce the pyridine ring and end up with methyl nipecotate? That has a -NH group and can be methylated (perhaps with some difficulty).

You see, your post was imprecise and ambiguous, which makes a meaningful reply difficult.

SARTIOS - 6-7-2007 at 00:43

sorry its my mistake, its N and no NH , quarternization is the right solution thanks

[Edited on 6-7-2007 by SARTIOS]