[quimorg]

Hi chemist,

I have been trying to follow a paper ( http://pubs.acs.org/doi/abs/10.1021/ol800752v ) in which the carboxylic acid is mixed with cyanuric chloride and pyridine to form the acid chloride in situ followed by AlCl₃  to do an acylation.

when I used the AlCl₃ it bubbled a lot, but when used the AlCl₃ in a similar reaction without the cyanuric chloride I see no bubbling. The only thing that I come to mind is that the cyanuric chloride might have hydrolyzed.

I have never used this chloride before, but I know about the dangers/toxicity about it( just in case) , so I would like to see if any one has used it before.

[opsomath]

We used this reagent in surface chemistry to create acid chloride groups, but had poor results.

I doubt your reagent is hydrolyzed, but if you are worried about it try a test reaction (since you can't really TLC it) where you make an acid chloride then react it with something like diisopropylamine to make a product. Based on the yield of the reaction you should know if your CNU-chloride is good.

[quimorg]

Thanks a lot for the feedback and.

The quality wasn't that good of the CNU-chloride.