Chemistry of Iminium Ion

Dr. Ajoy Kapat

22-04-2024
Synthesis of Imine from Carbonyl Compounds
 Alternative Way to Synthesize Amines

O NHR

R2 X R2 H
H
X = H, Cl, CN

Synthesis of amines other than reductive amination:

O ??
NH2

O O
?? ??
R2 R2
R1 Cl R1 N R1 N
H H

??
N NH2
R1
R1
 Alternative Way to Synthesize Amines

O NHR

R2 X R2 H
H
X = H, Cl, CN

Synthesis of amines other than reductive amination:

O NH3,
NH2

70 ºC
H2, Ni
90 atm

NH3,

H 70 ºC
H2, Ni NH2
N 90 atm
H

hydrogenation
 Alternative Way to Synthesize Amines

O NHR

R2 X R2 H
H
X = H, Cl, CN

Synthesis of amines other than reductive amination:

O O
?? ??
R2 R2
R1 Cl R1 N R1 N
H H

R2NH2 (2 equiv.)

H3Al
O
O LiAlH4
LiAlH4 R2
R2 R1 N
R2 R1 N
R1 N H
H
H
 Alternative Way to Synthesize Amines

O NHR

R2 X R2 H
H
X = H, Cl, CN

Synthesis of amines other than reductive amination:

O ??
NH2

O O
?? ??
R2 R2
R1 Cl R1 N R1 N
H H

LiAlH4
N NH2
R1
R1