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O
O
O
1. COCl 2 , toluene
2. NH 3 , ethanol
N
N
N
H
O
O
2
2
174
175
176
Oxcarbazepine
H
H
O
OH
H
O
OH
H
COCl 2
O
N
O
N
H
H
H
H
H
177
178
EtBr
H
H
O
OH
O
OH
H
H
MeBr
O
O
N
Et
N
Et
_
H
H
Br
H
H
180
179
Oxitropium bromide
Perlapine [1977-11-3], hypnotic, 186. Phosgene is used to generate 2-isocyanato di-
phenylmethane 182, the precursor of the key lactam intermediate 183 [137].
AlCl 3
Di-Cl-benzene
COCl 2
N
C
O
H 2 N
NH
O
181
182
183
POCl 3
PhNMe 2
CH 3
N
HN
185
N
N
N
Cl
N
H 3 C
186
184
Perlapine
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