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Author: Subject: Nicotinamide => Nikethamide & Nicorandil
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[*] posted on 22-3-2021 at 23:59
Nicotinamide => Nikethamide & Nicorandil


So i pick up a bag of nicotinamide over a year ago on ebay.

You take it as vitamin.

Then I thought to myself, this can be used to manufacture Nikethamide & Nicorandil.

However, no literature sources exist for these procedures, just general rule of thumb.
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[*] posted on 23-3-2021 at 00:38


Nikethamide & Nicorandil are very old pharma substances, seem not to be used anymore, do you want to try to synthesize them?
You can also perform Huffman degradation of nicotinamide using hypochlorite or hypobromite to 3-aminopyridine.




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[*] posted on 23-3-2021 at 04:08


I think you would need to hydrolyse the amide to the free acid and convert it into the nicotinoyl chloride; no mean feat, and then condense this with ethanolamine or diethylamine. The former would then need to be nitrated to the nitrate ester. If its possible to form nicotinoyl chloride I am sure there will be published procedures somewhere.

3-aminopyridine undergoes Skraup's reaction like aniline to give 1,5-naphthyridine, an interesting pyridine like liqand.
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[*] posted on 23-3-2021 at 05:02


You can avoid the acid chloride by using ester aminolysis, hydrolyze -> esterify -> aminolysis with diethylamine catalyzed by acetic acid



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