I have been trying for 2 weeks now. It just doesn't work, although the conditions across the literature are pretty much the same.
I tried to first make the isocyante from an aniline by dropwise addition of 'aniline+DIPEA' in DCM to 0.35eq. of triphosgene in DCM in ice-cold condition. With some of the anilines, it worked. Others dimerized. For those that worked, I evaporated the solvent, dissolved in acetonitrile and added by heterocycle in acetonitrile solution at RT, dropwise. Nothing works.
Can someone please help in this regard?
Hi Larissa,
Thanks for your reply. In the first step, did you add the aniline in one go or dropwise? If you haven't added it dropwise, didn't it dimerize?
Also, what is DBCO meant for? I don't have it in my lab. Will it work without it?
Dear Rajiv,
You should work at lower temperature in diluted solution. By this way you will be able to reduce by-products.
Regards
Thank you very much Larissa. It worked finally. I now have a few compounds isolated. However, it failed with a few anilines with strong electron withdrawing groups like -CF3.
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