[kso]

Determine if a mixture of two amines consists of two primary, two secondary, or a primary and a secondary amine using acids, bases, and benzenesulfonylchloride.

I know that you can use a Hinsberg test to distinguish between primary and secondary amines when at the last step, after precipitation with the addition of NaOH and heat the solid either stays or dissolves. If the precipitate does not dissolve it is secondary and if it does it is primary.

I just don't know how you would separate the two amines in the original mixture in order to perform this test. It would be easy to see if they were both primary because all of the precipitate would dissolve when heated. How would you be able to tell if you had 2 secondary or 1 of each in the mixture though?