DraconicAcid
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Formation of Amides from Esters
So, following this prep: http://illumina-chemie.de/acetamid-t2333.html
I tried to make anthranilamide from ammonia and methyl anthranilate. After several days of stirring, there was still quite a bit of liquid ester
sitting at the bottom of the flask. Is there any reason this reaction isn't heated? Any other way to speed it up? (I'm not an organic chemist, but
the one I work with told me it should work....)
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Nicodem
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Aromatic esters are less reactive toward ammonolysis than acetates. I doubt you will get it going at room temperature. In CN101575301, they heat
methyl 5-chloroanthranilate with aq. ammonia to 100-150 °C for 12 h. In US20090081158, they heat methyl 3-iodo-5-chloroanthranilate with methanolic
ammonia to 110 °C for 3 h. So find yourself an autoclave reactor.
…there is a human touch of the cultist “believer” in every theorist that he must struggle against as being
unworthy of the scientist. Some of the greatest men of science have publicly repudiated a theory which earlier they hotly defended. In this lies their
scientific temper, not in the scientific defense of the theory. - Weston La Barre (Ghost Dance, 1972)
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