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Topic: A reaction to be studied  (Read 2907 times)

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Offline lutesium

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A reaction to be studied
« on: March 01, 2010, 09:55:50 AM »
How does this reaction occur? After the methylation of the S Atom which group becomes the leaving group??? Is there a name reaction for this???

Thanks!!!

Offline Smrt guy

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Re: A reaction to be studied
« Reply #1 on: March 01, 2010, 09:27:15 PM »
I've never seen this but I suspect that first is an addition/elimination mechanism to form the guanidine derivative after MeS- leaves.  I suspect that the next step is like formation of an imine from a carbonyl.  The entropic favorability likely pushes the reaction to completion.

Offline Violet

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Re: A reaction to be studied
« Reply #2 on: March 04, 2010, 03:04:23 PM »
What's the condition of the reaction between 1 and diaminoethane? I suppose it happened in aqeous solution so the imine in 1 will hydrolyze to carbonyl first, then form a new imine with diamine followed by a nucleophilic attack from another amino group. Then the tetrahedron intermediate will collapse and kick off the CH3S- group to give a stable 5 member ring.
All the above are just guessing. :D

Offline Smrt guy

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Re: A reaction to be studied
« Reply #3 on: March 04, 2010, 09:04:45 PM »
I think that water would mess up the reaction, giving a urea derivative.

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