Chemistry Reference
In-Depth Information
Tab. 4.31.
Preparation of unsymmetrical ureas from DMDTC [577].
2 RNH
2
+
(MeS)
2
CO
RNHCONHR
Entry
Starting amine
Solvent (conc.)
a
Product (yield, %)
b
O
OH
O
1
MeOH (1 M)
(68)
H
2
N
OH
OH
HN
N
O
O
O
H
2
N
NH
2
2
MeOH (0.7 M)
OH
HN
NH
OH
HO
(<5)
(70)
O
NH
2
3
MeOH (0.5 M)
(80)
H
2
N
HN
NH
O
NH
2
4
MeOH (1 M)
H
2
N
HN
NH
(81)
H
NO
5
H
2
N
NH
2
MeOH (1 M)
(74)
NH
O
OH
6
no solvent
N
(55)
NH
O
NH
NH
2
NH
2
(40)
7
MeOH (1 M)
N
H
O
a
Initial concentration of the starting amine.
b
Isolated yield.
O
O
O
Me
+
Ph
N
H
S
NH
2
Ph
N
H
N
H
O
787
1026
1027
O
Ph
NH
2
Me
SS
Me
DMDTC
786
