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Volumn 40, Issue 10, 2010, Pages 1453-1460

Facile synthesis of 2-alkylthio-5,6,7,8-tetrahydrobenzothieno[2,3-d]- Pyrimidin-4(3H)-ones

Author keywords

Aza Wittig reaction; Carbon disulfide; Iminophosphorane; Isothiocyanate; Thieno 2,3 d pyrimidin 4(3H) one

Indexed keywords

2 (CYANOMETHYLENE)THIO 3 PROPYL 5,6,7,8 TETRAHYDROBENZOTHIENO[2,3 D]PYRIMIDIN 4(3H)ONE; 2 (ETHOXYCARBONYLMETHYLENE)THIO 3 PROPYL 5,6,7,8 TETRAHYDROBENZOTHIENO [2,3 D]PYRIMIDIN 4(3H)ONE; 2 BUTYLTHIO 3 PROPYL 5,6,7,8 TETRAHYDROBENZOTHIENO[2,3 D]PYRIMIDIN 4(3H)ONE; 2 METHYLTHIO 3 PROPYL 5,6,7,8 TETRAHYDROBENZOTHIENO[2,3 D]PYRIMIDIN 4(3H)ONE; 2 THIOXO 2,3,5,6,7,8 HEXAHYDROBENZOTHIENO [2,3 D]PYRIMIDIN 4(1H)ONE; 3 (2 AMINOPHENYL) 2 BUTYLTHIO 5,6,7,8 TETRAHYDROBENZOTHIENO[2,3 D]PYRIMIDIN 4(3H)ONE; 3 (2 AMINOPHENYL) 2 ETHYLTHIO 5,6,7,8 TETRAHYDROBENZOTHIENO[2,3 D]PYRIMIDIN 4(3H)ONE; 3 (2 AMINOPHENYL) 2 METHYLTHIO 5,6,7,8 TETRAHYDROBENZOTHIENO[2,3 D]PYRIMIDIN 4(3H)ONE; 3 (2 AMINOPHENYL) 2 PROPYLTHIO 5,6,7,8 TETRAHYDROBENZOTHIENO[2,3 D]PYRIMIDIN 4(3H)ONE; 3 (4 CHLOROPHENYL) 2 ((ETHOXYCARBONYLMETHYLENE)THIO 5,6,7,8 TETRAHYDROBENZOTHIENO[2,3 D]PYRIMIDIN 4(3H)ONE; 3 (4 CHLOROPHENYL) 2 (PHENYLMETHYLENE)THIO 5,6,7,8 TETRAHYDROBENZOTHIENO[2,3 D]PYRIMIDIN 4(3H)ONE; 3 (4 CHLOROPHENYL) 2 BUTYLTHIO 5,6,7,8 TETRAHYDROBENZOTHIENO[2,3 D]PYRIMIDIN 4(3H)ONE; 3 (4 CHLOROPHENYL) 2 ETHYLTHIO 5,6,7,8 TETRAHYDROBENZOTHIENO[2,3 D]PYRIMIDIN 4(3H)ONE; 3 (4 CHLOROPHENYL) 2 METHYLTHIO 5,6,7,8 TETRAHYDROBENZOTHIENO[2,3 D]PYRIMIDIN 4(3H)ONE; 3 (4 CHLOROPHENYL) 2 PROPYLTHIO 5,6,7,8 TETRAHYDROBENZOTHIENO[2,3 D]PYRIMIDIN 4(3H)ONE; 3 PROPYL 2 PROPYLTHIO 5,6,7,8 TETRAHYDROBENZOTHIENO[2,3 D]PYRIMIDIN 4(3H)ONE; PYRIMIDINONE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 77951528492     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910903097294     Document Type: Article
Times cited : (7)

References (21)
  • 1
    • 9344260652 scopus 로고    scopus 로고
    • 4-Pyrimidinones and 4-pyrimidinethiones as agricultural fungicides. WO Patent 9911631, 1999
    • Walter, H. 4-Pyrimidinones and 4-pyrimidinethiones as agricultural fungicides. WO Patent 9911631, 1999; Chem. Abstr. 1999, 130, 237580e.
    • (1999) Chem. Abstr. , vol.130
    • Walter, H.1
  • 2
    • 0029782013 scopus 로고    scopus 로고
    • Synthesis and application of some new thienopyrimidine derivatives as antimicrobial agents
    • 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.
    • (1996) Synth. Commun. , vol.26 , pp. 3733-3755
    • Hozien, Z.A.1    Atta, F.M.2    Hassan, K.M.3    Abdel-Wahab, A.A.4    Ahmed, S.A.5
  • 3
    • 0037366454 scopus 로고    scopus 로고
    • Synthesis and preliminary evaluation of some N-[5-(2-furanyl)-2-methyl-4- oxo-4H-thieno[2,3-d]pyrimidin-3-yl] carboxamides and 3-substituted 5-(2-furanyl)-2-methyl-3H-thieno[2,3-d]pyrimidin-4-ones as antimicrobial agents
    • Chambhare, R. V.; Khadse, B. G.; Bobde, A. S.; Bahekar, R. H. Synthesis and preliminary evaluation of some N-[5-(2-furanyl)-2-methyl-4-oxo-4H-thieno[2, 3-d]pyrimidin-3-yl] carboxamides and 3-substituted 5-(2-furanyl)-2-methyl-3H- thieno[2,3-d]pyrimidin-4-ones as antimicrobial agents. Eur. J. Med. Chem. 2003, 38, 89-100.
    • (2003) Eur. J. Med. Chem. , vol.38 , pp. 89-100
    • Chambhare, R.V.1    Khadse, B.G.2    Bobde, A.S.3    Bahekar, R.H.4
  • 5
    • 0345307297 scopus 로고    scopus 로고
    • A new synthesis of pyrido[1,2-a]thieno[3,2-d]pyrimidines
    • Briel, D. A new synthesis of pyrido[1,2-a]thieno[3,2-d]pyrimidines. Pharmazie 2003, 58, 836-837.
    • (2003) Pharmazie , vol.58 , pp. 836-837
    • Briel, D.1
  • 6
    • 9344248817 scopus 로고
    • Thienopyrimidin-4-one derivative. WO Patent 9303040, 1993;
    • Taguchi, M.; Ota, T.; Hatayama, K. Thienopyrimidin-4-one derivative. WO Patent 9303040, 1993; Chem. Abstr. 1993, 119, 160309m.
    • (1993) Chem. Abstr , vol.119
    • Taguchi, M.1    Ota, T.2    Hatayama, K.3
  • 8
    • 0002222525 scopus 로고
    • Reactions with ethyl 4, 5, 6,7-tetrahydro-2-isothiocyanato-1- benzothiophene-3-carboxylate: Synthesis of some novel heterocyclic compounds with potential hypnotic activity
    • Ghorab, M. M.; Heiba, H. I.; El-Gawish, M. A. Reactions with ethyl 4,5,6,7-tetrahydro-2-isothiocyanato-1-benzothiophene-3-carboxylate: Synthesis of some novel heterocyclic compounds with potential hypnotic activity. Phosphorus, Sulfur Silicon Relat. Elem. 1995, 106, 85-90.
    • (1995) Phosphorus, Sulfur Silicon Relat. Elem. , vol.106 , pp. 85-90
    • Ghorab, M.M.1    Heiba, H.I.2    El-Gawish, M.A.3
  • 9
    • 0347420587 scopus 로고    scopus 로고
    • Pyrimidin-4-one derivatives as pesticide. WO Patent 9733890, 1997
    • Walter, H. Pyrimidin-4-one derivatives as pesticide. WO Patent 9733890, 1997; Chem. Abstr. 1997, 127, 293243x.
    • (1997) Chem. Abstr. , vol.127
    • Walter, H.1
  • 10
    • 0034811273 scopus 로고    scopus 로고
    • Synthetic route to 4, 5-dihydro-9H-pyrido[1,2-a]thieno [3,2-e]pyrimidine derivatives through 1,3-dipolar cycloaddition
    • Santagati, A.; Granata, G.; Santagati, M. Synthetic route to 4,5-dihydro-9H-pyrido[1,2-a]thieno [3,2-e]pyrimidine derivatives through 1,3-dipolar cycloaddition. J. Chem. Res., Synop. 2001, 304-306.
    • (2001) J. Chem. Res., Synop. , pp. 304-306
    • Santagati, A.1    Granata, G.2    Santagati, M.3
  • 11
    • 33747425203 scopus 로고    scopus 로고
    • Synthetic approaches to bridgehead nitrogen methanesulfonamide derivatives of 3-amino-2-thioxo-2, 3-dihydrothieno[2,3-d]pyrimidin-4(1H)-ones, potential cOX-2 selective inhibitors
    • Granata, G.; Barbagallo, S.; Perdicaro, A.; Marrazzo, A.; Santagati, A.; Lombardo, L.; Cardile, V. Synthetic approaches to bridgehead nitrogen methanesulfonamide derivatives of 3-amino-2-thioxo-2,3-dihydrothieno[2,3-d] pyrimidin-4(1H)-ones, potential cOX-2 selective inhibitors. J. Heterocycl. Chem. 2006, 43, 1099-1104.
    • (2006) J. Heterocycl. Chem. , vol.43 , pp. 1099-1104
    • Granata, G.1    Barbagallo, S.2    Perdicaro, A.3    Marrazzo, A.4    Santagati, A.5    Lombardo, L.6    Cardile, V.7
  • 12
    • 33845292599 scopus 로고    scopus 로고
    • The aza-Wittig reaction: An efficient tool for the construction of carbon-nitrogen double bonds
    • Palacios, F.; Alonso, C.; Aparicio, D.; Rubiales, G.; Santos, J. M. The aza-Wittig reaction: An efficient tool for the construction of carbon-nitrogen double bonds. Tetrahedron 2007, 63, 523-575.
    • (2007) Tetrahedron , vol.63 , pp. 523-575
    • Palacios, F.1    Alonso, C.2    Aparicio, D.3    Rubiales, G.4    Santos, J.M.5
  • 13
    • 41949137308 scopus 로고    scopus 로고
    • Unprecedent replacement of bridging oxygen atom in polyoxometalate with an organic imido ligand
    • Hao, J.; Xia, Y.; Wang, L.; Ruhlmann, L.; Zhu, Y.; Li, Q.; Yin, P.; Wei, Y.; Guo, H. Unprecedent replacement of bridging oxygen atom in polyoxometalate with an organic imido ligand. Angew. Chem., Int. Ed. 2008, 47, 2626-2630.
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 2626-2630
    • Hao, J.1    Xia, Y.2    Wang, L.3    Ruhlmann, L.4    Zhu, Y.5    Li, Q.6    Yin, P.7    Wei, Y.8    Guo, H.9
  • 14
    • 34248582796 scopus 로고    scopus 로고
    • Unexpected C=C bond formation via doubly dehydrogenative coupling of two saturated sp3 C-H bonds activated with a polymolyb-date
    • Li, Q.; Wei, Y.; Hao, J.; Zhu, Y.; Wang, L. Unexpected C=C bond formation via doubly dehydrogenative coupling of two saturated sp3 C-H bonds activated with a polymolyb-date. J. Am. Chem. Soc. 2007, 129, 5810-5811.
    • (2007) J. Am. Chem. Soc. , vol.129 , pp. 5810-5811
    • Li, Q.1    Wei, Y.2    Hao, J.3    Zhu, Y.4    Wang, L.5
  • 15
    • 58649101096 scopus 로고    scopus 로고
    • Efficient synthesis and biological evaluation of 1, 2,9-trisubstituted 1,9-dihydro-6H-purin-6-ones
    • Huang, N. Y.; Liang, Y. J.; Ding, M. W.; Fu, L. W.; He, H. W. Efficient synthesis and biological evaluation of 1,2,9-trisubstituted 1,9-dihydro-6H- purin-6-ones. Bioorg. Med. Chem. Lett. 2009, 19, 831-833.
    • (2009) Bioorg. Med. Chem. Lett. , vol.19 , pp. 831-833
    • Huang, N.Y.1    Liang, Y.J.2    Ding, M.W.3    Fu, L.W.4    He, H.W.5
  • 16
    • 48549086929 scopus 로고    scopus 로고
    • New iminophosphorane-mediated synthesis of thieno[3,2:4, 5]thieno[
    • Liu, M. G.; Hu, Y. G.; Ding, M. W. New iminophosphorane-mediated synthesis of thieno[3,2:4,5]thieno[3,2-d]pyrimidin-4(3H)-ones and 5H-2,3-dithia-5,7-diazacyclopen-ta[c,d] indenes. Tetrahedron 2008, 64, 9052-9059.
    • (2008) Tetrahedron , vol.64 , Issue.3 , pp. 9052-9059
    • Liu, M.G.1    Hu, Y.G.2    Ding, M.W.3
  • 17
    • 55549129292 scopus 로고    scopus 로고
    • Efficient iminophosphorane-mediated preparation of benzofuro[3,2-d] pyrimidin-4(3H)-ones and unexpected ring opening products
    • Hu, Y. G.; Liu, M. G.; Ding, M. W. Efficient iminophosphorane-mediated preparation of benzofuro[3,2-d]pyrimidin-4(3H)-ones and unexpected ring opening products. Helv. Chim. Acta 2008, 91, 862-872.
    • (2008) Helv. Chim. Acta , vol.91 , pp. 862-872
    • Hu, Y.G.1    Liu, M.G.2    Ding, M.W.3
  • 18
    • 57349166555 scopus 로고    scopus 로고
    • Reaction of functionalized carbodiimide with a-amino ester: A selective synthesis of 2, 3,5-trisubstituted imidazol-4-ones
    • Li, H. X.; Sun, Y.; Ding, M. W. Reaction of functionalized carbodiimide with a-amino ester: A selective synthesis of 2,3,5-trisubstituted imidazol-4-ones. Synth. Commun. 2008, 38, 4328-4336.
    • (2008) Synth. Commun. , vol.38 , pp. 4328-4336
    • Li, H.X.1    Sun, Y.2    Ding, M.W.3
  • 19
    • 33645684125 scopus 로고    scopus 로고
    • Iminophosphorane-mediated efficient synthesis of new tricyclic 3, 5-dihydro-1, 2,3-triazolo[4,5-d]-1,2,4-triazolo[1,5-a] pyrimidin-9-ones
    • Zhao, J. F.; Xie, C.; Xu, S. Z.; Ding, M. W.; Xiao, W. J. Iminophosphorane-mediated efficient synthesis of new tricyclic 3,5-dihydro-1,2,3-triazolo[4,5-d]-1,2,4-triazolo[1,5-a] pyrimidin-9-ones. Org. Biomol. Chem. 2006, 4, 130-134.
    • (2006) Org. Biomol. Chem. , vol.4 , pp. 130-134
    • Zhao, J.F.1    Xie, C.2    Xu, S.Z.3    Ding, M.W.4    Xiao, W.J.5
  • 20
    • 0347319076 scopus 로고    scopus 로고
    • New efficient synthesis of 2-substituted 5, 6, 7,8-tetrahydro- benzothieno[2,3-d]pyrimidin-4(3H)-ones
    • Ding, M. W.; Yang, S. J.; Zhu, J. New efficient synthesis of 2-substituted 5,6,7,8-tetrahydro-benzothieno[2,3-d]pyrimidin-4(3H)-ones. Synthesis 2004, 75-79.
    • (2004) Synthesis , pp. 75-79
    • Ding, M.W.1    Yang, S.J.2    Zhu, J.3
  • 21
    • 0027456237 scopus 로고
    • A new, general approach for the synthesis of heteroannulated 3,1-oxazin-4-ones
    • Wamhoff, H.; Herrmann, S.; Stolbern, S.; Nieger, M. A new, general approach for the synthesis of heteroannulated 3,1-oxazin-4-ones. Tetrahedron 1993, 49, 581-594.
    • (1993) Tetrahedron , vol.49 , pp. 581-594
    • Wamhoff, H.1    Herrmann, S.2    Stolbern, S.3    Nieger, M.4


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