Anthranilacid (= o-Amino-benzoic-acid) and make Diphenyl-2,2'-Dicarboxylic acid

[FeLiXe]

Hi,

Could someone help me with a reaction I am supposed to do in my lab. I don't really get what happens. What I am doing is: Start with Anthranilacid (= o-Amino-benzoic-acid) and make Diphenyl-2,2'-Dicarboxylic acid.

It goes like this: 1. Make the diazonium salt with nitrous acid.
2. in a second flask I let Copper(II)sulfate react with hydroxyl-amine (1:1). what happens then? do I get Copper and H-N=O? Any reaction seems totally weird to me.
3. Combine the two flasks. Somehow the diazogroup leaves  and I get my product.

The two Anthranilic acids are condensed (eliminating the two NH₂ groups).

I would appreciate any ideas or hints on that reaction.

Thanks

[movies]

Check out the Sandmeyer Reaction and it's related reactions.

[FeLiXe]

ok, thanks

Sandmeyer, Gomberg those are kind of like what I am supposed to do. I still have no idea though what hydroxyl-amine could be useful for. But it's no big deal. I'll have to ask the assistant and hope that he still gives me a nice grade even though I couldn't figure the reaction out.

[FeLiXe]

alright, according to the sandmeyer reaction it makes sense, just needed a little hint into the right direction.

The hydroxylamine is just the reducing agent, that I use to get copper(I). That helps me make radicals out of the diazonium-salt. And the radicals combine.