Sciencemadness Discussion Board
Not logged in [Login ]
Go To Bottom

Printable Version  
 Pages:  1  2
Author: Subject: Benzylamine via the delepine reaction
CuReUS
International Hazard
*****




Posts: 928
Registered: 9-9-2014
Member Is Offline

Mood: No Mood

[*] posted on 20-12-2016 at 00:36


Quote: Originally posted by gluon47  

However if the magnesium nitride forms ammonia in situ, I can't see it being any better then using ammonia directly.

because NH3 is a stinky gas and a watched chemical.
Quote:
A massive excess of ammonia is required, otherwise large amounts of dibenzyl and tribenzylamine also form resulting in an extremely pour yield of benzylamine.

That's why I suggested adding the benzyl halide slowly instead of dumping it all in at once.Also don't forget the biphasic system in play.The moment the benzyl amine forms,it moves to the water layer,out of reach of any other benzyl halide:D
Another way to run the reaction,in case the nitride and benzyl halide don't mix, would be to mix Mg3N2 and IPA in a beaker and drip in a solution of benzyl halide and MeOH.Also,try using benzyl bromide instead of benzyl chloride.
View user's profile View All Posts By User
gluon47
Hazard to Self
**




Posts: 81
Registered: 20-9-2015
Location: oceania
Member Is Offline

Mood: fluorinated and dying

[*] posted on 20-12-2016 at 10:31


OK, you've convinced me CuReUS. If I can make some magnesium nitride, I will probably give it a go.

There are a few other methods I would like to explore first though.

Mg3N2 looks very easy to prepare http://www.prepchem.com/synthesis-of-magnesium-nitride/

[Edited on 20-12-2016 by gluon47]

[Edited on 20-12-2016 by gluon47]




reality is an illusion :D
View user's profile Visit user's homepage View All Posts By User
gluon47
Hazard to Self
**




Posts: 81
Registered: 20-9-2015
Location: oceania
Member Is Offline

Mood: fluorinated and dying

[*] posted on 21-1-2017 at 20:19


Quote: Originally posted by gluon47  

60g of benzyl chloride, 60 of urea and 40cc of water are refluxed for 5 hours, after which unreacted benzyl chloride is removed by steam distillation. The mixture is then allowed to cool and the crude benzyl urea is removed by filtration. The benzyl urea may be recrystallized from water. Benzyl urea thus obtained has; MP: 142-143°C, Yield: 42g
[Edited on 8-12-2016 by gluon47]


I'm halfway through making some benzylurea at the moment. Looks good so far!

Here's a picture of the crystalline benzylurea separating after the reflux.
Due to the tragic necessity to sleep, I cannot continue for another 8 hours or so :(.

At some point, I hope to post a write up.




Benzylurea 1.jpg - 1.2MB


[Edited on 22-1-2017 by gluon47]




reality is an illusion :D
View user's profile Visit user's homepage View All Posts By User
gluon47
Hazard to Self
**




Posts: 81
Registered: 20-9-2015
Location: oceania
Member Is Offline

Mood: fluorinated and dying

[*] posted on 22-1-2017 at 22:08


Here is the final benzylurea product after recrystallization.

Will test the melting point to determine purity. I think I'll try making benzylurea a couple more times before I properly present my results though as the workup is a little messy and I believe I can make some improvements.

All that needs to be done now is to distill the benzylurea with sodium hydroxide and with a bit of luck, I'll get some benzylamine!



Benzylurea 1 (pic 2).jpg - 1.2MB




reality is an illusion :D
View user's profile Visit user's homepage View All Posts By User
 Pages:  1  2

  Go To Top