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646 Chapter 18

Copyright © 2017 Pearson Education, Inc.

CH

3

CCl

O

O Cl

C

O

NH

C

O

CH

3

NH

C

O

CH

3

O

C

O

CH

3

NO

2

NH

C

O

CH

3

O

C

O

CH

3

NH

2

NH

C

O

CH

3

O

C

O

CH

3

N

N

+

NH

C

O

CH

3

O

C

O

CH

3

H

2

O, HCl,

0 ºC

HCl

NaNO

2

Cu

2

O

Cu

(

NO

3

)

2

,

H

2

O

or

H

3

O

+

,

b.

The NH

2

group must be protected before the compound reacts with nitric acid.