I am trying to synthesize 2-bromoaniline from bromobenzene. I came up with a reaction path, but I want your thoughts on whether this is feasible and can produce a decent yield.
- Sulfonation of bromobenzene (to block the para position)
- Nitration of the product from (1). This should produce 4-bromo-3-nitrobenzenesolfanic acid.
- Reduction of the nitro group via Zn(Hg) and HCl (to turn the NO2 group into NH2).
- Reverse sulfonation (to get rid of the sulfonic acid group).
And the final product from this should give 2-bromoaniline. Should this theoretically produce a decent yield even if bromobenzene is slightly deactivated?