Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 41, 2011 - Issue 19
445
Views
15
CrossRef citations to date
0
Altmetric
Original Articles

Convenient and Efficient Synthesis of Some Novel Fused Thieno Pyrimidines Using Gewald's Reaction

, , , , , & show all
Pages 2835-2851 | Received 01 May 2010, Published online: 29 Jun 2011

REFERENCES

  • Wichmann , J. ; Geo , A. ; Koclzewski , S. ; Vincent , M. ; Woltering , T. Structure–activity relationships of substituted 5H-thiazolo[3,2-a]Pyrimidines as group 2 metabotropic glutamate receptor antagonists . Bioorg. Med. Chem. Lett. 1999 , 9 ( 11 ), 1573 – 1576 .
  • El-Bendary , E. R. ; El-Sherbeny , M. A. ; Badri , F. A. Synthesis and biological evaluation of certain new thiazolopyrimidines . Bull. Chim. Farm. 1998 , 137 ( 4 ), 115 – 119 .
  • Kirpal , G. Uses for barbituric acid analogs . U.S. Patent 5,869,494, February 9, 1999 ; Chem Abstr. 1999 , 130 , 163202 .
  • Tsuji , K. ; Ishikawa , H. Synthesis and anti-pseudomonal activity of new 2-isocephems with a dihydroxypyridone moiety at C-7 . Bioorg. Med. Chem. Lett. 1994 , 4 , 1601 – 1606 .
  • Tabern , D. L. ; Volwiler , E. H. Sulfur-containing barbiturate hypnotics . J. Am. Chem. Soc. 1935 , 57 , 1961 – 1963 .
  • Kappe , C. O. ; Fabian , W. M. F. ; Semones , M. A. Conformational analysis of 4-aryl-dihydropyrimidine calcium channel modulators: A comparison of ab initio, semiempirical, and x-ray crystallographic studies . Tetrahedron 1997 , 53 , 2803 – 2816 .
  • Walker , H. A. ; Wilson , S. ; Atkins , E. C. ; Garrett , H. E. ; Richardson , A. R. The effect of 1-hydrazinophthalazine (C-5968) and related compounds on the cardiovascular system of dogs . J. Pharmacol. Exp. Ther. 1951 , 101 , 368 – 378 .
  • Lepetil , G. S. P. A. Tricyclic 1,2,4-triazolo-quinazolines . U.S. Patent 4,053,600, October 11, 1977 ; Chem. Abstr. 1975 , 83 , 20628 .
  • Devani , M. B. ; Shishoo , C. J. ; Pathak , U. S. S. H. ; Shah , G. F. ; Padya , A. C. Synthesis of 3-substituted thieno[2,3-d]pyrimidin-4(3H)-one-2-mercaptoacetic acids and their ethyl esters for pharmacological screening . J. Pharm. Sci. 1976 , 65 , 660 – 664 .
  • Walter , H. Pyrimidin-2-oxy-4-one and pyrimidin-2-oxy-4-thione derivatives . WO Patent 9911631, March 11, 1999 ; Chem. Abstr. 1999 , 130 , 237580e .
  • Walter , H. Novel pyrimidin-4-one and pyrimidin-4-thione as fungicide . WO Patent 9914202, March 25, 1999 ; Chem. Abstr. 1999 , 130 , 252368k .
  • Aboulwafa , O. M. ; Ismail , K. A. ; Koreish , E. A. Synthesis and antimicrobial activity of some thiazolinyl tetrahydro benzo[b]thiophenes and thiazolinyl tetrahydro benzothieno[2,3-d]pyrimidin-4-ones . Farmaco 1992 , 47 , 631 .
  • Hozien , Z. A. ; Atta , F. M. ; Hassan , K. M. ; Abdel-Wahab , A. A. ; Ahmed , S. A. Synthesis and application of some new thienopyrimidine derivatives as antimicrobial agents. Synth. Commun. 1996, 26, 3733–3755.
  • Santagati , M. ; Modica , M. ; Santagati , A. ; Russo , F. ; Spampinato , S. Synthesis of aminothienopyrimidine and thienotriazolopyrimidine derivatives as potential anticonvulsant agents . Pharmazie 1996 , 51 , 7 – 11 .
  • Taguchi , M. ; Ota , T. ; Hatayama , K. Thienopyrimidin-4-one derivatives . WO 9303040, February 18, 1993 ; Chem.Abstr. 1993 , 119 , 160309 m .
  • Shisoo , C. J. ; Shirsath , V. S. ; Rathod , I. S. ; Yande , V. D. Design, synthesis and antihistaminic (H1) activity of some condensed 3-aminopyrimidin-4(3H)-ones . Eur. J. Med. Chem. 2000 , 35 , 351 – 358 .
  • Shisoo , C. J. ; Jain , K. S. Reaction of nitriles under acidic conditions. Part VII. Study on the reaction of o-aminonitriles with cyanamides to synthesize 2,4-diaminothieno[2,3-d]pyrimidines . J. Heterocycl. Chem. 1993 , 30 ( 2 ), 435 – 440 .
  • Santagati , A. ; Santagati , M. ; Modica , M. Synthesis of 2,3,5,6,7,8-hexahydro-3-amino-2-thioxo[1]benzothieno-[2,3-d]pyrimidin-4(1H)-one and derivatives of the new heterocyclic system 7,8,9,10-tetrahydro-3H,11H-[1]benzothieno[2′,3′:4,5]pyrimido[2,1-b][1,3,4]thiadiazin-11-one . Heterocycles 1993 , 36 , 1315 – 1321 .
  • Walter , H. Process for the preparation of pyrimidinone derivatives . WO 0034286, June 15, 2000 ; Chem. Abstr. 2000 , 133 , 30738d .
  • Gewald , K. ; Schinke , E. ; Bottcher , H. Heterocyclen aus CH-aciden Nitrilen, VIII: 2-Amino-thiophene aus methylenaktiven Nitrilen, Carbonylverbindungen und Schwefel . Chem. Ber. 1966 , 99 , 94 – 100 .
  • El-Saghier , A. M. M. Simple one-pot synthesis of thieno[2,3-b]thiophene derivatives under solid-liquid PTC conditions: Useful starting material for the synthesis of biological active compounds . Bull. Chem. Soc. Jpn. 1993 , 66 , 2011 – 2015 .
  • El-Shafei , A. K. ; Abdel-Ghany , H. A. ; Sultan , A.; El-Saghier A. M. M. Synthesis of thieno(2,3-b)thiophenes and related structures . Phosphorus, Sulfur Silicon Relat. Elem. 1992 , 73 , 15 – 25 .
  • El-Shafei , A. K. ; El-Saghier , A. M. M. ; Soliman , A. M. ; Sultan , A. Synthesis of polyfused heterocyclic systems derived from functionally substituted thieno(2,3-b)thiophene moeity . Phosphorus, Sulfur Silicon Relat. Elem. 1992 , 72 , 73 – 80 .

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.