Sciencemadness Discussion Board

Brady's Reagent

1281371269 - 15-10-2010 at 05:59

Sorry if this is a stupid question - I admit to having done little research on it.

I was wondering if there was a way one could (safely) synthesise Brady's reagent from something like ASA / Toluene? The molecule is quite similar to Picric acid, so I thought that maybe one could use a variation on a nitration method? I don't actually need any of it, but it might make a good experiment.

not_important - 15-10-2010 at 09:33

There are several routes to DNPH, generally from 1-halo-2,4-dinitro-benzene; they should be available on line ... http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=cv2...

As such ASA is not a good starting point, getting rid of the hydroxy isn't easy. Toluene - dinitrate, purify to 2,4-dinitrotoluene, oxidise, then either convert to amide, Hofmann rearrangement to the aniline, diazo that and convert to halobeneze or go directly to hydrazine via reduction with SnCl2 or alkali sulfite then HCl; OR Hunsdiecker type reaction of the acid salt to the halo-benzene followed by reaction with hydrazine.

1281371269 - 16-10-2010 at 04:49

Thanks