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Synthesis and characterization of 5,5′-dibromo-2,2′-dipyridyl disulfide and some of its derivatives: X-ray structure of 5,5′-dibromo-2,2′-dipyridyl disulfide and bis(5-bromopyridine-2-ylthio) methane
Authors:KK Bhasin  Rajeev Kumar  P Raghavaiah  TM Klapötke
Institution:a Department of Chemistry and Centre of Advanced Studies in Chemistry, Panjab University, Chandigarh 160014, India
b School of Chemistry, University of Hyderabad, Hyderabad 500046, India
c Division of Bio-organic Chemistry, School of Pharmacy, Saarland University, Saarbrücken, Germany
d Department of Chemistry and Biochemistry, Ludwig-Maximilians University, Munich, Germany
Abstract:Synthesis and characterization of 5,5′-dibromo-2,2′-dipyridyl disulfide and some of its derivatives under mild reaction conditions is described. A series of some novel synthetically important symmetrical/unsymmetrical bromo substituted pyridyl alkyl/aryl sulfur compounds have been easily synthesized from a variety of alkyl halides, using NaBH4 in moderate to good yields. The important features of this protocol are strong base-free, operational simplicity, short reaction time and high yield. The synthesized compounds are characterized with the help of elemental analysis, IR, 1H NMR, 13C NMR and mass spectral data (in representative cases). X-ray crystal structure analysis of 5,5′-dibromo-2,2′-dipyridyl disulfide (1) and bis(5-bromopyridine-2-ylthio) methane (2a) have been carried out to establish their molecular structure. Compound (1) and (2a) are monoclinic and crystallizes into P21/n and C2/c space group, respectively.
Keywords:Sulfides  Disulfides  Symmetrical disulfides  Unsymmetrical sulfides  Hydrazine hydrate  Sodium borohydride
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