[pinke]

Hi

Kindly look at the 2 attachments, they are 2-phenyl imidazole, and 2,4 diphenyl imidazoles. please tell me how to add amino groups to those phenyl rings at different positions ?

[kriggy]

Well how did you get the phenyl rings to the molecule? I think your best bet is to start with already substitued aniline to build the imidazole compound

[pinke]

thanks for replying kriggy,

the initial phenyl imidazoles are commercial available molecules, i just want to aminate them by adding few amine groups at different positions .

can we follow this procedure ?
http://www.chemguide.co.uk/organicprops/aniline/preparation.html


PS :Iam from microbiology stream. not sooo good at chemistry. please kindly help me and correct me if am wrong, where i went wrong

thank you

[Dan]

This is not a good strategy to prepare all of these compounds.

Nitration of 1-phenylimidazole under classical conditions is highly para selective, so it is unlikely that you will access useful quantities of of the ortho- and meta-nitrated products.

The system with two phenyl rings is more complicated because you have 9 possible isomeric dinitro products in theory - but realistically you will get one, or maybe two, in useful quantities (the products of nitration at the most favoured sites). A better approach is something like this:

http://pubs.acs.org/doi/abs/10.1021/jo070187d

[pinke]

thank you so much for clarifying

Now please tell me....what if we add NH2 group to 2,4,5-triphenyl imidazole, to get Tri amino products.
i dont mind about the number of isomers we get at the end of the reaction. i want atleast one tri aminated tri phenyl imidazole.

In this case, can you please tell me how to get Tri aminated tri phenyl imidazole. what type of reaction should be carryout here ?

Thank you,Stayblessed

[kriggy]

You could go with 4,4´-diaminobenzil, 4-aminobenzaldehyde and amonia
http://en.wikipedia.org/wiki/Debus-Radziszewski_imidazole_synthesis

[pinke]

thank you soo much kriggy,please kindly look at the highlighted portion in attached papers (1st page in 1st paper, 7th page in 2nd paper ), can i follow that procedure to synthesize initial compounds 4,4´-diaminobenzil, 4-aminobenzaldehyde  ??

and can you please assure me that , at the end of this process,i would get 4,4',4''-(1H-imidazole-2,4,5-triyl)trianiline as final product ??

Thank you