Chemistry Reference
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Tab. 4.7. Transformation of tert-N-benzylamines into carbamoyl chlorides [135].
Entry
Starting compound
Reaction
time (h)
Yield
(%)
Recovered
starting
material (%)
Ph
1
7
90
2.5
O
N
EtO
Ph
2
7
70
20
N
O
O
Ph
3
N
6
86
0
Ph
4
23
36
26 a
N
Ph
5
5
0
99
N
Ph
6
24
74
7
N
N
Ph
7
24
77
13
N
N
a in this particular case, the low yield can be attributed to product
instability
H
N
O
O
l
2
O
(COCl) 2
Me
Me
1,2-dichloroethane
24 h, heating
O
Br
O
Br
Br
Br
223
224
Stearoyl carbamoyl chloride 226 has been obtained from stearamide 225 with di-
phosgene in tetrachloromethane [137].
CCl 3 OCOCl
CH 3
(CH 2 ) 16
CONH 2
CH 3
(CH 2 ) 16
CONHCOCl
CCl 4
225
226
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