di(substituted amino)diphenyl sulfones

I IOS. Notes. Yol. 12. Sghrmk 1. NO. Ill. H. NO hyde dissolved in 10 ml of CHiNCX and 10 ml of EtOH was added 1.5 g of NIROAc and 2 ml of glacial HOAc...
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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.