[IMAGE 278]

[IMAGE 279]

[IMAGE 280]

[IMAGE 281]

propylamine

butylamine

butanamide

$\mathrm{\alpha }$-bromobutanoic acid

${\mathrm{CH}}_3\mathrm{NC}\underset{\left(\mathrm{ii}\right) {\mathrm{H}}_3{\mathrm{O}}^{+}}{\overset{\left(\mathrm{i}\right) {\mathrm{LiAlH}}_4}{\to }}\mathrm{Product}$

${\mathrm{CH}}_3{\mathrm{CONH}}_2\underset{\left(\mathrm{ii}\right) {\mathrm{H}}_3{\mathrm{O}}^{+}}{\overset{\left(\mathrm{i}\right) {\mathrm{LiAlH}}_4}{\to }}\mathrm{Product}$

${\mathrm{CH}}_3{\mathrm{CONH}}_2\stackrel{{\mathrm{Br}}_2/\mathrm{KOH}}{\to }\mathrm{Product}$

${\mathrm{CH}}_3\mathrm{CN}\underset{\left(\mathrm{ii}\right) {\mathrm{H}}_3{\mathrm{O}}^{+}}{\overset{\left(\mathrm{i}\right) {\mathrm{LiAlH}}_4}{\to }}\mathrm{Product}$

Hoffmann hypobromamide reaction

Stephen’s reaction

Gabriel phthalimide synthesis

Carbylamine reaction

degradation of benzamide with bromine in alkaline solution

reduction of nitrobenzene with ${\mathrm{H}}_2$/Pd in ethanol

potassium salt of phthalimide treated with chlorobenzene followed by hydrolysis with aqueous NaOH solution

hydrolysis of phenylisocyanide with acidic solution

azobenzene

aniline

p-aminophenol

azoxybenzene