Help with Benzoic Acids, Benzamides and Benzonitriles

[mardyart]

I recently saw a topic on Science Madness about converting Benzoic Acid to Benzamide using Urea.

http://www.sciencemadness.org/talk/viewthread.php?tid=4201&p...

Can this be done substituting o-Chlorobenzoic Acid?
Will it yield o-Chlorobenzamide?
Is this a Vapour Phase reaction?

If I mix the resulting benzamide with Sulfamic Acid and distill, will that yield o-Chlorobenzonitrile?

Thanks for your time

[mardyart]

Anyone, Bueller?

[rktpro]

At around 150-200c there is little chance that you loose Cl from the ring. The yield, I guess, will be lower due to steric reasons but -I of Cl would make the carbonyl more reactive for attack, hence it is to be determined experimentally. Urea would be in vapour phase but not the acid at that temperature.