Question #44022

An organic chemist attempts to synthesize a specific amino-methylbenzamide derivative starting from 4-methylphthalic acid ($\mathbf{A}$).

First, an attempt is made to introduce an ethyl group via Friedel-Crafts alkylation on $\mathbf{A}$ using \ce{C2H5Cl} and anhydrous \ce{AlCl3}. However, the reaction fails completely due to the deactivating nature of the carboxyl groups and their complexation with the catalyst, recovering $\mathbf{A}$ quantitatively.

Bypassing this, $\mathbf{A}$ is treated with excess \ce{SOCl2} followed by excess \ce{NH3} to yield compound $\mathbf{B}$ (\ce{C9H10N2O2}).

Compound $\mathbf{B}$ is then subjected to Hoffmann bromamide degradation using exactly one equivalent of \ce{Br2} and aqueous \ce{NaOH} at $343\text{ K}$. Due to the electronic effects of the methyl substituent, the rearrangement is highly regioselective, yielding $\mathbf{C}$ as the major product.

What is the correct IUPAC name of compound $\mathbf{C}$?