24.03.2013 • Views

Share Embed Flag

Amines & Amides

ePAPER READ

DOWNLOAD ePAPER

ull.chemistry.uakron.edu

You also want an ePaper? Increase the reach of your titles

YUMPU automatically turns print PDFs into web optimized ePapers that Google loves.

START NOW

H 3 CO

Heterocyclic amines

N

H

N N

M +

Indole Porphyrin

Amines of medical interest

Many amines have ‘interesting’ medical uses.

Analgesics

H

O

||

NH-C-CH3

|

OCH 2 CH 3

Phenacetin Acetaminophen

(APC tablets) (Tylenol)

N

O

||

NH-C-CH3

|

OH

Heterocyclic drugs

C H

O

N

O

CH 3

Cocaine

O

C

H 3 CH 2 C

O

C

N

H

CH 2 CH 3

N

CH 3

lysergic acid

diethylamide (LSD)

HO

Heme

Medically important amines

Amphetamines

Stimulate central nervous system.

benzidrine

Barbituates

Depress central nervous

system.

barbital

O

HN CH 3

CH

C CH3

H2 N

N

O

CH 2 CH 3

Neurotransmitters

Chemicals that pass signals

between nerve cells.

N

H

Serotonin

CH 2 CH 2 NH 2

CH3 N +

CH 3

O

H 3 C CH 2 CH 2 O

C

Acetylcholine

CH 3

Nomenclature Secondary and Tertiary amines • Treat additional branches as a branch on the nitrogen. • Base name is based on longest chain that contains the amine. • Name other chain as alkyl substituent on the nitrogen. • Use N- at front of a branch name indicates that substituent is on the nitrogen. Examples (CH3CH2)2NCH3 N-ethyl-N-methylaminoethane CH3-CH-CH2-NH2 | NH2 1,2-diaminopropane CH3 CH3-C-CH-CH3 | H2N OH 3-amino-3-methyl-2-butanol Nomenclature Some common names methyl amine CH 3 -NH 2 dimethyl amine CH 3 -NH-CH 3 ethyl amine CH 3 -CH 2 -NH 2 methyl ethyl amine CH3-NH-CH2-CH3 Common approach is to give alkyl name with amine ending. | | Examples CH3CH2CH2-NH-CH3 N-methyl-1-aminopropane N CH 3 CH 3 N,N-dimethylaminocyclohexane Nomenclature Many aromatic amines have special names that have been accepted as IUPAC names. NH 2 NH 2 CH 3 NH 2 CH 3 NH 2 aniline p-toluidine o-toluidine m-toluidine Heterocyclic amines Ring structures that have one or more nitrogen contained within the ring. N H N Pyrrole Pyridine CH 3

H 3 CO Heterocyclic amines N H N N M + Indole Porphyrin Amines of medical interest Many amines have ‘interesting’ medical uses. Analgesics H O || NH-C-CH3 | | OCH 2 CH 3 Phenacetin Acetaminophen (APC tablets) (Tylenol) N N O || NH-C-CH3 | | OH Heterocyclic drugs C H O N O CH 3 Cocaine O C H 3 CH 2 C O C N N H CH 2 CH 3 N CH 3 lysergic acid diethylamide (LSD) HO Heme Medically important amines Amphetamines Stimulate central nervous system. benzidrine Barbituates Depress central nervous system. barbital O HN CH 3 CH C CH3 H2 N N O O CH 2 CH 3 CH 2 CH 3 Neurotransmitters Chemicals that pass signals between nerve cells. N H Serotonin CH 2 CH 2 NH 2 CH3 N + CH 3 O H 3 C CH 2 CH 2 O C Acetylcholine CH 3

Page 1: Amines and Amides Amine Structure a
Page 5: Preparation of amides Production fr

Amines & Amides

You also want an ePaper? Increase the reach of your titles

Delete template?

Save as template?