Sciencemadness Discussion Board

Help in reduction to naphthylamine

vibbzlab - 8-9-2022 at 10:10

Hello everyone
So I have this 1-nitronaphthalene with me. I am planning to reduce it to naphthylamine. I read somewhere that it's possible with Sn/HCl.
Do anyone have a written experimental method for that.

Boffis - 8-9-2022 at 13:40

Hi vibbzlab, check out the SM site library and download one of the books on dye chemistry. I can't remember the title of the best one but is something like "The chemistry of dye processes" by Fierz-Davis and someone else. its an English translation on the site library. I believe Vogel has the reduction too.

Iron powder and a little HCl is what I generally try first id the amine is volatile in steam. I am not sure that 1-naphthylamine is but the references above will help.

vibbzlab - 9-9-2022 at 02:46

Thank you so much for the suggestion. I will definitely try this out and record it

Dr.Bob - 11-9-2022 at 07:14

There are nitro reduction reactions in vogel, many internet preps and also in Organic Syntheses, the series.

http://www.orgsyn.org

https://en.wikipedia.org/wiki/1-Naphthylamine and https://en.wikipedia.org/wiki/2-Naphthylamine

https://www.chemeurope.com/en/encyclopedia/1-Naphthylamine.h...

be aware that both isomers are known carcinogens.