Mechamis) )

Aela
any
R

0-Al
-R

H -R

pH

O-éR
this ss ostesmolecedos Reaager-pn51)
e aexylfum jon ti detachcoo pletely
han atHack O

Me

oH
oH
+
OC-e

o-C-Me
oH
SePanduet obly
Ccould haye beeh
CodSS
e d c f Shocos ct s an

e s - o d / a l a E Kegrsangem95
Clajsen-Reaangeyenl (52
O-CHCH= CH, oH
o A

Mech O
CH

A
14
SM CTS

H-CH
o
- H2
slarqpkeeala« Kecangeqen)
4-

6MeTSGMCTS
 (53
M 2| 6MeTS)

Me LMe

H 4-CH2

oH

EH-HCH2
oH C H - H =H - M e

ea
O

- H - H = H - P h

oH
Me Me
M
O)A O
CH-CH=CH-Ph
 azotisstlon o-Anil'heI-54 54
NH
NaNo,+He
HNO2 enzehe dfazohuy
Co-5c)
chlode ( BDC
Machanish
H-o-N=o H N=o
H
-HO

N t sonjum)
H NEo
N
-NSO

H
-HT

-N=N-oH oH NN

mdi
 55
N
Nt-

N=NSjaboa

-5C
Benzehe diazonuy ) r

beeaun Oextea Stab y d u t Dexterd

h
Benzehe dlabohfuy fon 13
ceugdtfony
cs tabe
*ugstoy

eStabe.

Ph- has qst exea Stabety cue To

efended corqfugafoh Of Afra

h case a l i pha m a y aÝnos

R-NH NaNo+He R- N
Ke Yot51s nsab Cawoath
s a Reaelioh a oarcooarhe
amhe2
so
He cs taken hm la822 excess
that maeadt anilhme Con b eesuso
s a Acd Base Reactfom.
5
Reotons BDC
Hao/4
pH
o + N + H C

Ster

HPO2
etha he

Sancoaes
ReatjohS
Ce/ fo

(oJ
cN/Na NO2
O

KI
b
 Datr-Sciemann kReachoh 57)
BF
HF BFa A
Skthee
Sttbte o+
O-SC
at as C
N + BFT

Phenylcasbocatjon
Cighy unstzbla)
ho case af Ben2e
B t S fosned
PhN
N

Pherny Catfoh
echanishy DRea}1on pH
N Ho O
-N
Mechan s oRxh O
58
N

(HP) SetoxHke
AR
H
H

Amalioh Deaminatfoh

HNOtH4
NH
PNaNotHe
o s n /He) n) HaP2
CAroirethion )
eannnofay
APPLicatfon
Hoo
(51)

HNOt
Hs
VSh/He NH
NH2
B/HO O

N O N O + H e

H P / 4

B
Bo
9
HNO+
HSO4
AD Sh/H
B / HoH (o-6)
+Hc
( N a No,
cuBa/KBT
 60
O
CDAm)aHon
HNO+Hs4
Br/Fe (ea)

Sh /H
N) B / H20

(v) NaNotHe

(v) ceBr/ KB

NanNotHC, fO
(o-5) H
N N

AroneS H
separic
Hommehh Badmamlo Reactio
 B/KoH 6)
R-NH 6 )
R-NH 6R
KoB /po Pam ne
Mechajsm O

R H ,oH R SH
H
n
CNH-B3
R-

/ Sal+

ResThgetment

O C=N-R HoH R-NH,+

Ky csotyant

cO
Me-C-NH Da+ko Me-NH2 62

t-NH
tC-NH,

I Pr-NH2
i--NH

y- -NH, tBy-NH

-NH,
1 NH2

Ph-C-NH, Ph-NH

H--NH, NH
HN NH-NH
 Ph (63)
H N
Me
tMe
(R) (P)

Me-C-NH, +Et-

Ba/ KoH

Me-NH+et H2
NH
NH2
N-H2
Te) O

Horeanh Metbylctoh -
TMee?
NH2 Me-NH,-
Me-C R 2NH

Me
MRN
R-c NH R-NH2 (GH)
-H
R-c
R- RN
RNH
R-C

R
eRa aKylaogonuh
chlosfde

bae Pthalaite Reaetoh

a
Sthesis a y arinoa
e
HA
-HNH O
C-OH
C-oN
Ib
4
A
NH2
NH
-NH -H
 65
KoM D

R-X (S2)
R

N-R
HOH
R-NH*
cooH
NHNH2/HoH OlcooH

H
RNH NH

P t h a l o t h y d a z j d e

of Ben2ene dfa2onfu
plp ng
ng Reacions
ChloRyR P-H xy
on N2 q20
lHe Pen2enQ
Shcos GT
o)+ (cdeesed)
H Aoye)
 Mechanishy
oH
oH

M
N

oH ConopleX

Keyp a s
N JHs om ASR
N P h = hNa
( oesance ERG t
Phee geatn aaacom
r o PTesa EG
ia2mium a anA
 CcohycoeaK Basc
Ph-oH OHEP
MecAum
Ph-
61)
Cohy hot Steog Bas Modjum
oH
oH
N

Ph ph

N, oH
+

-Napthef

Pp+

11
oH

N
e l l o osmg
PPt
H2
(68)

drR He
W NH2

o aminoaz2o BRrn2ne
ShocoS q I
N

NMe2

ARHE
NMe2
Methy Oam

soH
NMe
cco

N Me

MthyPee

CeoH
NME2

NMe2 R He

NH2 NHR

/ /6
PhN
Cets p Lg se
eoamines -
DFor amines tsocyante Test
NH2 (Cabyl amíne
o R-NH Rx

Amjne
Hpha
(AeomhC) NC
NA
CHtkoH (o)
(o)
R-H CHtkH R-C
Meeh
CH+ K o :Ccp2

N
H
H
-2HC

NC
NEC
qeid
e s t cotth Nis
 Na No+ He
R-NH2 HNO2 R
R NT
H2O

R-DH
H
O-SC
Sble

B-Napihe o

Ph
N

oo
loo ange ppt
a
RNH NaNOt He R-N-N:0Je
oy
NHR HNO2 R-N-N=o Ckayu
Na No2t He
 12
RaN
NaNostH
e X
NR2
NR

N=O

Compounds coil| 9Ne EASR

ehich NHR
toth NaN+He 2.
H

N R2

Canide and IsocyomaR

R-x KN RN
AgCN R-NC
K +CN
KeN
ambideht
Nucleophile
Cbeing slaong

R-X C R-CN
AgcN CoNalent Compou d 43
Ag-CENA RTX R-NC

HydetyS
H"/DH
-CEN oHHoH
R-CooH

HoH HoM
R NH R-cooNA

R-N ZC HoH
= HHoHH
R-NE
H

R-C
R-N C-H
TutoAs'R|

R-NH+ Hcoo
R-NH-
Lpso- Substtyon
E
E

-G

SH H
H

HoH
H

oH peoH oH
o cs
e 9 B

B/Fe

B Bo
o