Home > Community > How can we get aryl-azide from aryl-bromide?
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+ Heterocyclic chemistry
+ Organic chemistry synthesis
+ Applied organic chemistry
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Alan Young

How can we get aryl-azide from aryl-bromide?

Curtis Evans  Follow

You can reacting  sodium azide with aryl bromide in presence of Cu-bronze catalyst.

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David Cummings  Follow

Thanks sir Adel Amer and Madhukar Baburao Deshmukh for your valuable suggestions. 

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Debopam Bose   Follow

i am trying with aromatic bromide but the reaction is not going on. Can you give me any suggestion?

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Betsy Morales  Follow

Which kind of aryl are you interested in? The following paper could be interesting for you.
DOI: 10.1039/B400878B; Chem. Commun., 2004, 888-889.
-Using NaN3, CuI, L-proline, and a base in DMSO you can get in many cases good yields (you can find the details on the concentrations in the paper).
-You can only use your iodide. Bromide possibly will not work using the above method.
-Note that the presence of proline can really affect the yield of your reaction.
I wish you find this method useful.
Good Luck!

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Biniam Berhane  Follow

Thanks Raffaello Papadakis and Mahesh But for your valuable answers. Actually i am following the same article but i was using DMSO which did not work. Now i will try with mix solvent (EtOH/H2O) instead of DMSO. 

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Ajay Singh  Follow

Sayed,
You can do it using sodium azide under Cu2O/tetraethylammonium prolinate
catalysis in EtOH/EG.  See
---Tetrahedron Letters, In Press, Corrected Proof, Available online 4 November 2014
Good Luck

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Brian Lami  Follow

You can convert by using NaN3 NaOH, EtOH, reflux 10 hrs.
You can get the article from this link http://pubs.rsc.org/en/content/articlehtml/2004/CC/B400878B

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Ann Brells  Follow

 Aryl-bromide with electron withdrawing group at p-position w.r.t. Br in benzene with NaN3 may give Aryl azide.

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Dan Martin  Follow

I already synthesized from Aryl Iodide. Aryl bromide did not work in my case. Your valued suggestion is highly appreciated. Thanks a lot.

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Chuck Darney  Follow

give me your email Id. I will send you some papers related to your query.

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