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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 40, 2010 - Issue 16
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Original Articles

Efficient and Convenient Protocol for the Synthesis of Novel 1,2,4-Triazolo[3,4-b][1,3,4]Thiadiazines

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Pages 2421-2428 | Received 05 Jun 2009, Published online: 26 Jul 2010

REFERENCES

  • Balaban , A. T. ; Oniciu , D. C. ; Katritzky , A. R. Aromaticity as a cornerstone of heterocyclic chemistry . Chem. Rev. 2004 , 104 , 2777 – 2812 .
  • Pozharskii , A. F. ; Soldatenkov , A. T. ; Katritzky , A. R. Heterocycles in Life and Society ; John Wiley-VCH : New York , 1997 .
  • Myong , J. ; Soon , Y. C. ; Moon , W. C. Synthesis and biological evaluation of novel isonucleosides with 1,2,4-triazole-3-carboxamide . Synth. Commun. 2005 , 35 , 2653 – 2663 .
  • Jagadeesh , D. P. ; Mithun , A. ; Prakash , K. ; Boja , P. ; Shivarama , B. H. ; Sucheta , N. K. Synthesis and antimicrobial activities of some new triazolothiadiazoles bearing 4-methylthiobenzyl moiety . Eur. J. Med. Chem. 2009 , 44 , 551 – 557 .
  • Holla , B. S. ; Kalluraya , B. ; Sridhar , K. R. ; Drake , E. ; Thomas , L. M. ; Bhandary , K. K. ; Levine , M. J. Synthesis, structural characterization, crystallographic analysis, and antibacterial properties of some nitrofuryl triazolo[3,4-b]-1,3,4-thiadiazines . Eur. J. Med. Chem. 1994 , 29 , 301 – 308 .
  • Mathew , V. ; Keshavayya , J. ; Vidya , V. P. Heterocyclic system containing bridgehead nitrogen atom: Synthesis and pharmacological activities of some substituted 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazoles . Eur. J. Med. Chem. 2006 , 41 , 1048 – 1058 .
  • Brucato , A. ; Coppola , A. ; Gianguzza , S. ; Provenzano , P. M. Triazolam: Characteristics of its depressive action [Triazolam: caratteristiche dell'azione depressiva . Boll. Soc. Ital. Biol. Sper. 1978 , 54 , 1051 – 1057 .
  • Shivarama , H. B. ; Sooryanarayana , R. B. ; Sarojini , B. K. ; Akberali , P. M. ; Suchetha , K. N. Synthesis and studies on some new fluorine containing triazolothiadiazines as possible antibacterial, antifungal and anticancer agents . Eur. J. Med. Chem. 2006 , 41 , 657 – 663 .
  • Shivarama , H. B. ; Akberali , P. M. ; Shivananda , M. K. Studies on nitrophenylfuran derivatives, part XII: Synthesis, characterization, antibacterial and antiviral activities of some nitrophenylfurfurylidene-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazines . Farmaco 2001 , 56 , 919 – 927 .
  • Sadana , A. K. ; Mirza , Y. ; Aneja , K. R. ; Prakash , O. Hypervalent iodine–mediated synthesis of 1-aryl/hetryl-1,2,4-triazolo[4,3-a] pyridines and 1-aryl/hetryl 5-methyl-1,2,4-triazolo[4,3-a]quinolines as antibacterial agents . Eur. J. Med. Chem. 2003 , 38 , 533 – 538 .
  • Bussolari , J. C. ; Panzica , R. P. Synthesis and anti-HIV evaluation of 2′,3′-dideoxy imidazo- and ν-triazolo[4,5-d]pyridazine nucleosides . Bioorg. Med. Chem. 1999 , 7 , 2373 – 2379 .
  • Yao , G. ; Haque , S. ; Sha , L. ; Kumaravel , G. ; Wang , J. ; Engber , T. M. ; Whalley , E. T. ; Conlon , P. R. ; Chang , H. ; Kiesman , W. F. ; Petter , R C. Synthesis of alkyne derivatives of a novel triazolopyrazine as A 2A adenosine receptor antagonists . Bioorg. Med. Chem. Lett. 2005 , 15 , 511 – 515 .
  • Neochoritis , C. ; Tsoleridis , C. A. ; Stephanidou , J. S. 1-Arylaminoimidazole-2-thiones as intermediates in the synthesis of imidazo[2,1-b][1,3,4]thiadiazines . Tetrahedron 2008 , 64 , 3527 – 3533 .
  • Vu , C. B. ; Shields , P. ; Peng , B. ; Kumaravel , G. ; Jin , X. ; Phadke , D. ; Wang , J. ; Engber , T. ; Ayyub , E. ; Petter , R. Triamino derivatives of triazolotriazine and triazolopyrimidine as adenosine A2a receptor antagonists C. Bioorg. Med. Chem. Lett. 2004, 14, 4835–838.
  • Vainilavicius , P. ; Smicius , R. ; Jakubkiene , V. ; Tumkevicius , S. Synthesis of 5-(6-methyl-2,4-dioxo-1,2,3,4-tetrahydro-3-pyrimidinyl)-methyl-4-amino-1,2,4-triazole-3-thione and its reactions with polyfunctional electrophiles . Monatsh. Chem. 2001 , 132 , 825 – 831 .
  • Karegoudar , P. ; Prasad , D. J. ; Manjathuru , M. ; Ashok , M. ; Poojary , B. ; Holla , B. S. Synthesis, antimicrobial, and anti-inflammatory activities of some 1,2,4-triazolo[3,4-b][1,3,4]thiadiazoles and 1,2,4-triazolo [3,4-b][1,3,4]thiadiazines bearing trichlorophenyl moiety . Eur. J. Med. Chem. 2008 , 43 , 808 – 815 .
  • Kaplancıklı , Z. A. ; Zitouni , G. T. ; Ouzdemir , A. ; Revial , G. New triazole and triazolothiadiazine derivatives as possible antimicrobial agents . Eur. J. Med. Chem. 2008 , 43 , 155 – 159 .
  • Holla , B. S. ; Sarojini , B. K. ; Rao , B. S. ; Akberali , P. M. ; Kumari , N. S. ; Shetty , V. Synthesis of some halogen-containing 1,2,4-triazolo-1,3,4-thiadiazines and their antibacterial and anticancer screening studies . Farmaco 2001 , 56 , 565 – 570 .
  • Ghorab , M. M. ; El-Sharief , A. M. S. ; Ammar , Y. A. ; Mohamed , S. I. Synthesis and radiation stability of novel biologically active sulfur compounds derived from 1,2-bis(4-amino-5-mercapto-s-triazol-3-yl)ethane . Farmaco 2000 , 55 , 354 – 361 .
  • Foroughifar , N. ; Mobinikhaledi , A. ; Ebrahimi , S. ; Moghanian , H. ; Bodaghi Fard , M. A. ; Kalhor , M. Synthesis of a new class of azathia crown macrocycles containing two 1,2,4-triazole or 1,3,4-thiadiazole rings as subunits . Tetrahedron Lett. 2009 , 50 , 836 – 839 .
  • Foroughifar , N. ; Mobinikhaledi , A. ; Ebrahimi , S. Synthesis of a novel class of aza crown macrocycles and lariat crown ethers containing two 1,2,4-triazole rings as subunits . Synthesis 2009 , 15 , 2557 – 2560 .
  • Reid , R. J. ; Heindel , D. N. Improved syntheses of 5-substituted-4-amino-3-mercapto-(4H)-1,2,4-triazoles . J. Heterocycl. Chem. 1976 , 13 , 925 – 926 .

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