How many of the transformation given below would result in aromatic amines?

Transformation (1):

Benzamide reacts with $$Br_2/NaOH$$ via Hoffmann bromamide degradation.

A primary amide is converted into a primary amine containing one less carbon atom.

$$C_6H_5CONH_2\xrightarrow{Br_2/NaOH}C_6H_5NH_2$$

Hence, transformation (1) forms an aromatic amine.

Transformation (2):

Gabriel phthalimide synthesis proceeds through an $$S_N2$$ mechanism.

Chlorobenzene is an aryl halide and does not undergo $$S_N2$$ substitution because the $$C-Cl$$ bond has partial double-bond character due to resonance.

Hence, transformation (2) does not form an aromatic amine.

Transformation (3):

Nitrobenzene undergoes catalytic reduction with $$H_2/Pd$$.

$$C_6H_5NO_2\xrightarrow{H_2/Pd}C_6H_5NH_2$$

Hence, transformation (3) forms an aromatic amine.

Transformation (4):

Acetanilide undergoes acidic hydrolysis.

$$C_6H_5NHCOCH_3\xrightarrow{\Delta,\ \mathrm{dil.}\ H_2SO_4}C_6H_5NH_2+CH_3COOH$$

Hence, transformation (4) forms an aromatic amine.

Therefore, transformations $$(1)$$, $$(3)$$, and $$(4)$$ produce an aromatic amine.

$$\boxed{3}$$