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c. 11, s
May 1961)
557
K E W COMPOUXDS
Experimental Section3 General Method for the Preparation of (2R:2'R)-, (2S:2'S)-, and meso-2,2'-Bithiirane.-A cooled solution of KSCN (16 g) in H 2 0 (50 ml) was added t o the 1,2:3,4diepoxybutane (4.3 g j and the reaction mixture was kept a t 3-7" for 1 hr while stirring. After additional stirring for 4.5 hr at 15-20" the precipitated material was filtered off and washed (H20) and the filter cake was extracted (CHCh, 200 mlj. The CHC13 solution was dried (Sa2SO4j and the solvent was removed zn varuo to give the crude product (about 3 g). After one recrystallization from EtOH (15 ml, 99.gc,) (under filtration) while avoiding a long heating period, the bithiirane (about 2.3 g) was obtained. The analytical samples were purified by sublimation in vacuo (12 mm, 40-50"). The physical properties are listed in Table I.
There was obtained 2 g ( 7 1 6 ) of white flakes, mp 189-190" (Me2CO-H20j. 9naZ. (CISH17N30SS) C, H, S, S. The nitro sulfanilamide analog was as effective as sulfanilamide zn vztro against Staphylococcus aweits at 1000 pg/ml; the effective concentration of the amino derivative was 2000 pg/ml. Both compounds had an oral T B j o of 1 . 5 g/kg in rats.3 (3) Personal commrinication from Dr. N. Ercoli, Instituto de Zoologfa Tropical, Universidad Central de Venezuela, Caracas, T-enezuela.
w-N-(
Preparation of Some Substituted Benzy1)aminoalkylpyridines 0. H. H ~ N K O V S ZAKXY D K. HIDEG
TABLEI (2R: 2'R)-, (28: 2's)-,A N D meso-2,2'-B1~€111RasE~ 7 -
Configuration 2R:2'Rb 2 s : 2's meso
