Methods of preparation of Aromatic amines

different methods for preparation or synthesis of aromatic amines

1. Methods of
preparation of
aromatic amines
Prepared by
Ms.M.Sayyed

2. CONTENTS
1. REDUCTION OF NITRO COMPOUNDS
2. AMMONOLYSIS OF ARYL HALIDES
3.AMMONOLYSIS OF PHENOLS
4.DEGRADATION OF AMIDES
(HOFMANN REARRANGEMENT)
5.REDUCTION OF AZO COMPOUNDS
I•Method of Preparation of Monoamines
II•Methodof Preparation of SeconaryAnd Tertiary Amines
1. ALKYLATION OF 1°AND 2°AROMATIC AMINES
2.REDUCTIONOF ANILIDES
3.REDUCTIVE AMINATION

4. 1. REDUCTION OF NITRO COMPOUNDS
Monoaminesarepreparedbythereductionofcorrespondingnitro
compounds.Thisreductionmaybeecarriedwithmetalandmineralacid
e.gtin,zincoriron,andHClorH
2SO
4.

5. 2. AMMONOLYSIS OF ARYL HALIDES
Arylhalidesreactwithammoniainthepresenceofacatalyst(copper
salts)athightemperatureandunderhighpressuretoformthe
correspondingaminocompounds.

6. 3.AMMONOLYSIS OF PHENOLS
Phenols react with ammonia in the presence of zinc chloride
at about 300
o
Cto form the corresponding amines.

7. 4.DEGRADATION OF AMIDES
(HOFMANN REARRANGEMENT)
Primary aromatic amine can be obtained by the degradation of aryl
amides with bromine or chlorine in alkaline solution.

8. 5.REDUCTION OF AZO COMPOUNDS
The reduction of azocompounds by the way of hydrazocompounds
yields primary aromatic amines.

9. 6.ACTION OF HYDROXYLAMINE WITH HYDROCARBONS
Aromatic hydrocarbons react directly with hydroxylamine in the
presence of a catalyst (FeCl
2, AlCl
3) to give monoamines.

11. 1. ALKYLATION OF 1°AND 2°AROMATIC AMINES
Primary and secondary aromatic amines on reaction with alkyl halide,
give secondary and tertiary aromatic amines.

12. 2.REDUCTION OF ANILIDES
When anilidesare reduced with LiAlH4, secondary and tertiary
aromatic amines are formed.

13. 3.REDUCTIVE AMINATION
Aldehydesandketonesreactwithprimaryorsecondaryaromatic
aminesinthepresenceofareducingagenttoformsecondaryortertiary
aromaticamines.