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Topic: amide hydrolysis  (Read 2554 times)

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Offline helper

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amide hydrolysis
« on: January 07, 2014, 05:17:15 PM »
can we do this  basic hydrolysis in order to get sulfonylamide?
may we say that the product wouldn't be a salt, because if we are in  basic solution  and we have a hydrogen that is acidic, it would left?

Offline Babcock_Hall

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Re: amide hydrolysis
« Reply #1 on: January 07, 2014, 05:29:59 PM »
Do you think that the sulfonamide would also hydrolyze?  Why or why not?

Offline TheUnassuming

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Re: amide hydrolysis
« Reply #2 on: January 08, 2014, 09:22:52 AM »
Hydroxide would cleave the amide bond you have. 
To answer your second question, check out the pKa in this often handy Evans' lab pka table (http://evans.harvard.edu/pdf/evans_pka_table.pdf). 
When in doubt, avoid the Stille coupling.

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