AMINES - MEMORY MAP

protecting the - NH2 group by acetylation reaction with acetic anhydride.

- +
+ NH2 NH3 NH2 NH2
NH3 HSO4 NH2
NO2
2%
51 % + 47 % +
453 - 473 K
NO2
-
SO 3H SO3 NO2
O
NH2
H N C CH3 NH2
- NC
+ Br

HNO3 , H2SO4 , 288 K

OH / H Br
Conc.H2SO4

NO2 NO 2
13
15 Br
288 K

HNO3 , H2 SO4
Product
O
H N C CH3 ? 11
Cl action
14 / H r e
o w der n ame
Cu
p ich
NO2 NH2 N2 Cl
+ - Wh
12 I
1 2
Conc. HNO3 KI / HCl + KCl + N2

HB F
4 /∆
5
Br
6 + BF3 + N2

N2 + ctio
n? Warm H2O
HBF 4

ea 8
Cl r
M

e
/H
ild

Cl h nam
R.

Cu Whic 9
A.

3 +
10 N2 BF4
N2
+ 4
CH3CH2OH
-

NH2
NaN NO2
O
CuCN / KCN

2
Cu
- ,∆
HO + N2 + NaBF4
H

N N OH
+
H 3O
( Orange dye ) 7 +
H3O
N N NH2
CN + COOH
2 H3O
( Yellow dye )