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Topic: sodium azide reaction  (Read 2780 times)

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Offline bhushan

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sodium azide reaction
« on: November 05, 2014, 11:13:56 AM »
How to remove or kill excess of sodium azide present in the reaction mass after completion of reaction (nitrile to tetrazole)?

Offline billnotgatez

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Re: sodium azide reaction
« Reply #1 on: November 05, 2014, 11:23:18 AM »
I removed your other post on this topic
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Offline C-hemCards

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Re: sodium azide reaction
« Reply #2 on: November 05, 2014, 11:27:47 AM »
Mild wash with aqueous base. Avoid the formation of volatile/dangerous HN3 by keeping the residual azide basic.
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Offline discodermolide

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Re: sodium azide reaction
« Reply #3 on: November 05, 2014, 11:33:22 AM »
A base wash still keeps the azide intact in the aqueous layer.
Best way is to treat the separated aqueous layer with sodium nitrite and HCl to give laughing gas and nitrogen.
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Offline TheUnassuming

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Re: sodium azide reaction
« Reply #4 on: November 05, 2014, 12:44:52 PM »
Ironically I ran the my scale up of this reaction yesterday.  Using a NEt3HCl and NaN3 in toluene system to make the tetrazole,  I was able to filter the bulk of the excess sodium azide out of the solution after the reaction was complete.  Then used an acid/nitrite aqueous solution in my wash/extraction workup to destroy what azide was left.
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