[magos]

I have this molecule and I have no idea how to even start synthesis. Please help

Attachment within.

Thank you
Kyriakos

[Arkcon]

Welcome, magos: to the Chemical Forums.  Please trouble yourself to read the Forum Rules{click}, we want to see your attempt.

Its generally rare for a beginning Organic chemistry student to be given a complex molecule with no hint as to where to start.  Can you at least give us some starting materials?

[magos]

I found out how to get to this point
and i want to get one step further
is there any way to do this without using hazardous cyanating reagents?

[tomek]

I would recommend consulting this paper:
http://pubs.acs.org/doi/abs/10.1021/jo00077a017

[kriggy]

THe good point is to identify the functional groups and then think how than can be made. For example, the cyano group can be added using CN^-, but there are another ways like dehydratation of amide etc..

[magos]

thank u very much tomek and kriggy
tomek can you recommend me a site which can open that article?

[Dan]

tomek can you recommend me a site which can open that journal?

Your University should have a subscription. Usually you have to view the journal from a university IP address (either by being connected to the university network or using VPN) or go through some sort of login procedure, which can vary depending on how your university's access is set up.

If you don't know how to do it, you will have to ask library services at your university or pay for the article (it is against the Forum Rules to request an illegal copy).

[magos]

ok Dan i will ask library services at my university, i understand and respect the forum rules

[magos]

Can anybody help me with that mechanism? i think that is  correct but i want a second opinion!
it is my first stage for my synthesis

[Dan]

The first step is incorrect. With the arrows as you have drawn them, which group on C is leaving?

[magos]

  o k how about that?

[Dan]

What are the reaction conditions? We need to know if the conditions are acidic or basic to write a reasonable mechanism. Also what is the ratio of the reactants? Hint: I think more than 1 equivalent of S₂Cl₂ is required.

The direction of electron flow in your first step is ok - i.e. the arrows are all going in the right direction - but your use of curly arrows is a bit strange/unconventional.

Some of the arrows in the second step are the wrong way round. You need to keep track of charge, which way are the electrons flowing? Remember that electrons flow to the arrowhead, and will leave a negative charge there. A positive charge will be left at the tail of the arrow.

The third step is incomplete (what happent to the S-Cl bond?)

4th step in your originally proposed mechanism is wrong (charge balance).

[magos]

i have 0.265 mol ClCH2CN and 0,62mal S2Cl2 and 50 ml CH2Cl2