Microwave-Enhanced Reactions of 4-Amino-5-merecapto-1,2,4-triazoles with Benzoyl Chloride and Aromatic Aldehydes

REFERENCES

• Swamy , S. N. ; Basappa , B. S. ; Prabhuswamy , P. B. ; Doreswamy , B. H. ; Prasad , J. S. ; Rangappa , K. S. Synthesis of pharmaceutically important condensed heterocyclic 4,6-disubstituted-1,2,4-triazolo-1,3,4-thiadiazole derivatives as antimicrobials . Eur. J. Med. Chem . 2006 , 41 ( 4 ), 531 – 538 .
   PubMed Web of Science ®Google Scholar
• Holla , B. S. ; Rao , B. S. ; Sarojini , B. K. ; Akberali , P. M. ; Kumari , N. S. Synthesis and studies on some new fluorine containing triazolothiadiazines as possible antibacterial, antifungal and anticancer agents . Eur. J. Med. Chem . 2006 , 41 , 657 – 663 .
   PubMed Web of Science ®Google Scholar
• Labanauskas , L. ; Udrenaite , E. ; Gaidelis , P. ; Brukštus , A. Synthesis of 5-(2-,3-and 4-methoxyphenyl)-4H-1,2,4-triazole-3-thiol derivatives exhibiting anti-inflammatory activity . Il Farmaco 2004 , 59 ( 4 ), 255 – 259 .
   PubMedGoogle Scholar
• Czarnocka-Janowicz , A. ; Foks , H. ; Nasal , A. ; Petrusewicz , J. ; Damasiewicz , B. ; Radwanska , A. ; Kaliszan , R. Synthesis and pharmacological activity of 5-substituted s-triazole-3-thiols . Pharmazie 1991 , 46 ( 2 ), 109 – 112 .
   PubMed Web of Science ®Google Scholar
• Shiradkar , M. R. ; Murahari , K. K. ; Gangadasu , H. R. ; Suresh , T. ; Kalyan , C. A. ; Panchal , D. ; Kaur , R. ; Burange , P. ; Ghogare , J. ; Mokale , V. ; Raut , M. Synthesis of new S-derivatives of clubbed triazolyl thiazole as anti-Mycobacterium tuberculosis agents . Bioorg. Med. Chem . 2007 , 15 ( 12 ), 3997 – 4008 .
   PubMed Web of Science ®Google Scholar
• Al-Soud , Y. A. ; Al-Dweri , M. N. ; Al-Masoudi , N. A. Synthesis, antitumor, and antiviral properties of some 1,2,4-triazole derivatives . Il Farmaco 2004 , 59 ( 10 ), 775 – 783 .
   PubMedGoogle Scholar
• Kanaoka , M. Synthesis of related compounds of thiosemicarbazide: s-triazolo [3,4-b]-1,3,4-thiadizole derivative . J. Pharm. Soc. Japan 1956 , 76 , 1133 – 1136 .
   Google Scholar
• Mathew , V. ; Keshavayya , J. ; Vaidya , 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.
   PubMed Web of Science ®Google Scholar
• Shikkargol R. K. ; Mallikaljuan N. N. ; Siddappa K. ; Kulkarni , V. H. ; Angadi , S. D. Synthesis of zinc-, cadmium- and mercury(II) complexes with triazole Schiff bases . J. Indian Chem. Soc . 2001 , 78 ( 3 ), 148 – 149 .
   Web of Science ®Google Scholar
• Shashidhara , G. M. ; Goudar , T. R. ; Patil , S. A. Synthesis and characterization of uranium(IV) complexes with Schiff bases . Natl. Acad. Sci. Lett . 2000 , 23 ( 5–6 ), 68 – 75 .
   Google Scholar
• Kallluraya , B. ; Gunaga P. ; Ananda K. Regioselective reaction: synthesis and biological activity of some Mannich derivatives . Indian J. Chem . 1999 , 38B ( 11 ), 1295 – 1298 .
   Google Scholar
• Demchenko , A. M. ; Yanchenko , V. O. ; Smol'skii , O. S. ; Ageev , V. O. ; Lozins'kii , M. O. Synthesis and antioxidant activities of derivatives of 5,6-dihydro-5H-[1 2 4]triazolo [3,4-b] thiadiazinee . Farmatsevtichnii Zhurnal 2003 , 6 , 41 – 45 .
   Google Scholar
• Invidiata , F. P. ; Furno , G. ; Lamprond , H. ; Simoni , D. 1,2,4-Triazoles: Improved synthesis of 5-substituted-4-amino-3-mercato-(4H)-1,2-4-triazoles and a facile route to 3,6-disubstituted 1,2,4-triazolo[3,4-b]thiadiazoles . J. Heterocycl. Chem . 1997 , 34 , 1255 – 1258 .
   Web of Science ®Google Scholar
• Liu , F. M. ; Wang , B. L. ; Zhang , Z. F. ; Zhang , C. X. Synthesis and characterisation of 1,2,4-triazo derivatives containing trifluoromethyl . Chin. J. Synt. Chem . 2001 , 9 ( 5 ), 465 – 468 .
   Google Scholar
• Clark , J. H. Green chemistry: challenges and opportunities . Green Chem . 1999 , 1 , 1 .
   Web of Science ®Google Scholar
• Loupy , A. Solvent-free microwave organic synthesis as an efficient procedure for green chemistry . Comptes Rendus Chimie 2004 , 7 ( 2 ), 103 – 112 .
   Web of Science ®Google Scholar
• Reid , J. R. ; Heindel , N. D. Improved synthesis of 5-substituted-4-amino-3-mercapto-(4H)-1,2,4-triazoles . J. Heterocycl. Chem . 1976 , 13 , 925 – 926 .
   Web of Science ®Google Scholar
• Kanaoka , M. Synthesis of related compounds of thiosemicarbazide, III: s-Triazolo[3,4-b]1,3,4-thiadiazole derivatives , Pharm. Bull . 1957 , 5 , 385 – 389 .
   PubMedGoogle Scholar
• Zhang , L. X. ; Zhang , A. J. ; Chen , G. ; Chen , F. Y. ; Jiang , Y. P. ; Zhang , Z. Y. Preparation and spectral characterization of 3-benzyl-6-aryl-1,2,4-triazolo[3,4-b][1 3 4]thiadiazoles . Chem. Res. Chin. Univ . 2002 , 18 ( 3 ), 280 – 283 .
   Web of Science ®Google Scholar
• Shawali , A. S. ; Sayed , A. R. Tandem regioselective 1,5-electrocyclizations of bis-nitrilimines—A new convenient synthesis of 1,2,4-triazolo[3,4-b][1,3,4]thiadiazoles . J. Sulfur Chem . 2006 , 27 ( 3 ), 233 .
   Google Scholar
• Sun , G. ; Sun , X. ; Chen , B. ; Gao , R. ; Liu , Y. Synthesis and biological activity of 4-amino-1,2,4-trizole-3-one Schiff bases . J. Northwest Univ . 2002 , 32 ( 6 ), 647 – 650 .
   Google Scholar
• Wu , T. X. ; Li , Z. J. ; Zhao , J. C. A facile method for the synthesis of 4-amino-5-hydrocarbon-2,4-dihydro-3H-1,2,4-triazole-3-thione Schiff bases . Chem. J. Chin. Univ . 1998 , 19 ( 10 ), 1617 – 1619 .
   Google Scholar
• Kauskik , B. ; Dubey , S. N. Triazoles as ligands: synthesis and characterization of some bivalent metal ion complexes with S, N and /or O donor Schiff bases derived from 2-hydroxy-1-naphthaldehyde, p-(N,N-dimethylamino)benzaldehyde and 4-amino-5-mercapto-3-propyl-s-triazole . Indian. J. Chem . 1989 , 28A ( 5 ), 425 – 427 .
   Google Scholar
• Eweiss , N. F. ; Bahajaj , A. A. Synthesis of heterocycles, part VII[1]: Synthesis and antimicrobial activity of some 7H-s-triazolo[3,4-b][1 3 4]thiadiazine and s-triazolo[3,4-b] [1 3 4]thiadiazole derivatives . J. Heterocycl. Chem . 1987 , 24 , 1173 – 1182 .
   Google Scholar
• Invidiata , F. P. ; Furno , G. ; Lampronti , H. ; Simoni , D. 1,2,4-Triazoles: Improved synthesis of 5-substituted-4-amino-3-mercato-(4H)-1,2,4-triazoles and a facile route to 3,6-disubstituted 1,2,4-triazolo[3,4-b][1 3 4]thiadiazoles . J. Heterocycl. Chem . 1997 , 34 , 1255 – 1258 .
   Web of Science ®Google Scholar
• Yu , H. X. ; Ma , J. F. ; Xu , G. H. ; Li , S. L. ; Yang , J. ; Liu , Y. Y. ; Cheng , Y. X. Syntheses and crystal structures of four new organotin complexes with Schiff bases containing triazole . J. Organometal. Chem . 2006 , 691 ( 16 ), 3531 – 3539 .
   Web of Science ®Google Scholar
• Holla , B. S. ; Shivananda , M. K. ; Akberali , P. M. Mass spectral fragmentation pattern of some 4-[5-aryl-2-furfurylidene]-3-mercapto-5-substituted-1,2-4-triazoles and 6-[5-aryl-2-furyl]-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazoles . J. Indian Chem. Soc . 1998 , 75 ( 8 ), 465 – 466 .
   Web of Science ®Google Scholar
• Shi , H. J. ; Wang , Z. Y. : Shi , H. X. Study on synthesis of 3-aryl-6-aryl/alkyl-5,6-dihydrogen-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazoles and their biological activities . Chin. J. Synt. Chem . 2000 , 8 ( 6 ), 506 – 510 .
   Google Scholar