1109
SOTER
R'
R
No. CH,N
n
NU
---Reaction-Time, Temp. hr O C
Yield. %
NO,
2
9.5
81.0
-7
so,
3
130
28.0
>
NO,
2
93
9 5 .0
4
SO,
2
9.5
90.0
NO?
2
9i
80.0
1
1
Crystn solvent
RIP, o c a
Formulab
91 . o
6
NO,
I
SO*
2
8
NO?
3
190
25.0
!I
xo,
3
130
88.0
IO
NO,
2
Refliix
92.0
!).i 86.0
SH-
I
11
0-
SO,
2
I).?
99.8
12
o n -
NO,
2
9.5
99.0
rlr""-
SOP
3
130
76.6
NO,
3 .3
123
93.0
KO,
1 . .jc
140
83.6
16
NO,
.i min
0
1:3
U
C" ,O
11
1,i
SH,
17
NO,
I8
NO,
'7
19
NO:!
0
n
20
CH,N
21
CHN
N-
lIe2COEtOH
287 dec
Ci?HioN,OeS
81.3
DlIAC
70.5
J\Ie,CO
2.50-232
CIRH~ONBOSS
284 (exploder)
C12HllN606S
>
130
21.4
MeOHEtOAc
152- 16.5
C2oHnC12J4OioS
,
1.30
97.3
Xylene
2*54-2,56
CnrHi&,O6S
NII,
43.6
NHCOCIT,
31.6
NH, HC1
-(0.0
U
A
N-
U
22 2::
m a -
hTH:
20.0
24
C N -
NH,
80.0
2 .i
OAN-
XH,
20.4
U
a All melting points are uncorrected. * Compounds 1, 2, and 20 were analyzed for C, H, N ; 3-19,21,23-25 for C, H, N, S; 22for C, H, N, C1. All analyses were within ~ 0 . except 4 ~ for ~ 16 where S : calcd, 22.82; found, 22.30. XH3 gas was bubbled through the rea(-tinii mixtiire at 140" for 1.5 hr.