SUMMARY REACTIONS of AMINES, PHENYLAMINE & AMIDES by Reagents.

Reagent Aqueous HCl Conditions Reactant r.t. RNH2 C6H5NH2 Heat RCONH2 CH3CN RCONHR Aqueous NaOH Heat RCONH2 CH3CN RCONHR Base hydrolysis CH3COO-Na+ + NH3 Acid hydrolysis CH3COOH + NH4Cl Reaction type Neutralisation Products

C6H5NH3+Cl-

NH3

Heat in a RX sealed tube in alcoholic medium Excess RX r.t. RCOCl

Nucleophilic substitution RNH2 + R2NH + R3N + R4N+XNucleophilic acyl substitution

RNH2

Heat in a CH3Cl sealed tube in alcoholic medium r.t. CH3COCl

Either one:

1) H2/Ni at 140 C 2) H2/Pt at r.t. 3) LiAlH4 in dry ether

RCONH2 CH3CN Reduction

RCH2NH2

Aq. X2

r.t.

C6H5NH2