4-NrTRO-5-METHYL-2-SULPHOBENZOIC ACID 
193 
pentachloride in chloroform solution. The reactions may be 
represented as follows : 
--C=0 
N • CeH. 
+ NaOH 
> 
-SO. 
“- 0=0 
OH + PCI 5 
—SO. • NHCeHs 
- 0=0 
^O Na 
-SO. • NHCeHs 
01 
/ 
0=0 
—so. • NHCeHs 
+ HCl 
-> 
— HCl 
> 
The structure of the anilido acid given above was shown syn- 
thetically by oxidizing with potassium permanganate the product 
obtained when o-toluene sulphonchloride was treated with an- 
iline. 
CHs 
+ NH.CeHs 
SO.Cl 
CHs COOH 
CgH^/ oxidation C6H4<^ 
SO, . NHC^H^ SO. • NHCeHs 
The product made in this way is identical with that from the 
anil as mentioned above. 
When the symmetrical anilide is boiled in alkaline solution, 
the first product is the salt of the anilido acid. If boiling is 
continued the neutral salt of the sulphobenzoic acid is formed. 
On account of the two steps in which the reaction takes place. 
Remsen and Kohler consider that the two anilido groups bear 
different relationships to the molecule. The reactions given would 
13 
CHs 
> C6H4<^ oxidation 
SO. • NHCeHs 
