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Title: Name that amine?
Post by: bell on July 04, 2002, 09:24:00 PM

Could someone help with this amine, What I amine is, (haha) its a secondary amine, but which one?

   CH3
   !
HC-COOH
   !
HN-CH3
I sure hope that lets you know the amine I wanted named.

Thanks

Title: I think it is N-methyl alanine.
Post by: GC_MS on July 04, 2002, 09:38:00 PM

I think it is N-methyl alanine. It's an amino acid derivative.

-[ A Friend With W33D Is A Friend Indeed ]-

Title: amine
Post by: Aurelius on July 04, 2002, 10:14:00 PM

Hey GC_MS, you're correct. N-methyl alanine. good luck getting it without some synthesis on your part or some heavy fees for custom synthesis. small molecule, not hard to make, but aurelius hasn't seen many around who supply it.

Title: In a Merke I have it says Formation of alkamines ...
Post by: bell on July 05, 2002, 08:50:00 AM

In a Merke I have it says Formation of alkamines by heating mixtures of aromatic aldehydes and amino acid. If the amino group is secondary then the following reaction takes place, then it show benzaldehyde + that compound = ephedrine. Unless Im mistaken on the ending product

Title: Akabori-Momotani reaction
Post by: Aurelius on July 05, 2002, 05:32:00 PM

The reaction that the book is referring to would be the Akabori-Momotani reaction. it is used for the formation of serine derivatives. yes, you've figured out the method for ephedrine. if you'd like here's some more specific information regarding what you're looking for.

Patent US04501919 (http://l2.espacenet.com/dips/viewer?PN=US04501919&CY=gb&LG=en&DB=EPD)

Patent DE839500 (http://l2.espacenet.com/dips/viewer?PN=DE839500&CY=gb&LG=en&DB=EPD)

Patent DE1086242 (http://l2.espacenet.com/dips/viewer?PN=DE1086242&CY=gb&LG=en&DB=EPD)

Patent DE960922 (http://l2.espacenet.com/dips/viewer?PN=DE960922&CY=gb&LG=en&DB=EPD)

Patent DE1140198 (http://l2.espacenet.com/dips/viewer?PN=DE1140198&CY=gb&LG=en&DB=EPD)

Patent FR1017396 (http://l2.espacenet.com/dips/viewer?PN=FR1017396&CY=gb&LG=en&DB=EPD)

those are all patents regarding such reaction

Akabori S., Momotani K., J. Chem. Soc. Japan, 1943, 64, 608; C. A., 1947, 41, 3774
Dose K., Ber., 1957, 90, 1251.
Belikov V. M., Izv. AN SSSR. OHN, 1969, 2536

http://www.pmf.ukim.edu.mk/PMF/Chemistry/reactions/akabori2.htm (http://www.pmf.ukim.edu.mk/PMF/Chemistry/reactions/akabori2.htm)

start there for details on how to do everything. the first german patent will probably be the most helpful.

have fun!!!

Title: ppa
Post by: blondie on July 07, 2002, 03:35:00 AM

Aurelius thanks for finding and posting those patents. there are 3 distinct routes to meth via ppa which would mean that your not locked into one mechanism if the alanine, benzaldehyde condensation does work to yield ppa.

ppa + formaldehyde --> oxazoladine (reduce) --> meth
ppa (reduce) --> amphet + formaldehyde --> imine (reduce) --> meth
ppa + H2SO4 (steam distill)~60% --> p2p --> meth

The Vespiary

The Hive => Chemistry Discourse => Topic started by: bell on July 04, 2002, 09:24:00 PM