Sriraman
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6-amidino-2-naphthol
I am trying to synthesise 6-amino-2-naphthol starting from Beta naphthol by bromination to 6-bromo-2-naphthol and converting to corresponding 6-cyano
derivative. I tried to use methanol /HCl gas
and ammonia for amidation but yields are very less. can some one suggest a good synthe tic scheme
Sriraman
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Sauron
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Have you searched the literature?
Library? Google? Forum library? MadHatter FTP?
Try downloading and using Comprehensive Organic Functional Group Transformations (six volumes) downloadable free from a link on this site.
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camellia_steel
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first, to get the amidation product with a 1:4 mixture of H2SO4 and TFA.
second, to get the objective product by degradation reaction of amide group with Br2, NaOH and H2O.
camellia_steel
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sparkgap
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My poor, poor mind may slowly be giving out, but I fail to see where in the mix of TFA and vitriol is the nitrogen... that, and I don't see how
Hoffmann's cute rearrangement can yield an amidino group.
(For the still utterly confused, amidino is -C(=NH)NH<sub>2</sub>; similar to but not quite the amide group.) 
sparky (~_~)
"What's UTFSE? I keep hearing about it, but I can't be arsed to search for the answer..."
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