Abstract:
The reaction of 5,7-dimethyl-4a,7a-diphenyl-3-thioxoperhydroimidazo[4,5-e]-1,2,4-triazin-6-one with halogenoacetic acids was studied, and the directed synthesis of {(5,7-dimethyl-6-oxo-4a,7a-diphenyl-4,4a,5,6,7,7a-hexahydro-1H-imidazo[4,5-e]-1,2,4-triazin-3-yl)thio}acetic acid and 1,3-dimethyl-3a,9a-diphenyl-3,3a,9,9a-tetrahydroimidazo[4,5-e]-1,3-thiazolo[3,2-b]-1,2,4-triazine-2,7(1H,6H)-dione was perfomed for the first time; the structures of title compounds were confirmed by the 1H-{13C} HMBC, 1H-{15N} HSQC, TOCSY, NOESY, HMBC, HSQCED NMR spectroscopy methods and XRD analysis of the tricyclic product.
Document Type:
Article
Language: English
Citation:
S. V. Vasilevskii, P. A. Belyakov, G. A. Gazieva, Yu. V. Nelyubina, N. G. Kolotyrkina, A. N. Kravchenko, “Condensation of 5,7-dimethyl-4a,7a-diphenyl-3-thioxoperhydroimidazo[4,5-e]-1,2,4-triazin-6-one with halogenoacetic acids”, Mendeleev Commun., 20:1 (2010), 47–49
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A. V. Rybakova, D. G. Kim, M. A. Ezhikova, M. I. Kodess, “Reactions of 3-(3-chloroprop-2-en-1-ylsulfanyl)- and 3-(prop-2-yn-1-ylsulfanyl)-5H-[1,2,4]triazino[5,6-b]indoles with halogens”, Russ J Org Chem, 51:7 (2015), 1016
A. N. Kravchenko, S. V. Vasilevskii, G. A. Gazieva, Yu. V. Nelyubina, “Unexpected formation of 6-[benzofuran-3(2H)-ylidene]-3,3a,9,9a-tetra-hydroimidazo[4,5-e]thiazolo[3,2-b][1,2,4]triazine-2,7-dione derivative”, Mendeleev Commun., 25:6 (2015), 476–478
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G. A. Gazieva, N. G. Kolotyrkina, A. N. Kravchenko, N. N. Makhova, “Synthesis of novel spiro[indole-3,3′-pyrrolidin]-2(1H)-ones”, Russ Chem Bull, 63:2 (2014), 431
A. N. Kravchenko, G. A. Gazieva, S. V. Vasilevskii, Yu. V. Nelyubina, “Cascade synthesis of the first imidazo[4,5-e]-thiazolo[2,3-c][1,2,4]triazine derivative”, Mendeleev Commun., 24:2 (2014), 119–121
G. A. Gazieva, S. A. Serkov, N. V. Sigai, N. N. Kostikova, Yu. V. Nelyubina, E. A. Shishkova, A. N. Kravchenko, “Synthesis of New Imidazo[4,5-e][1,3]thiazolo-[3,2-b][1,2,4]triazine Derivatives”, Chem Heterocycl Comp, 49:7 (2013), 1097
G. A. Gazieva, P. A. Poluboyarov, Yu. V. Nelyubina, M. I. Struchkova, A. N. Kravchenko, “Synthesis of imidazo[4,5-e][1,3]thiazolo-[3,2-b][1,2,4]triazines”, Chem Heterocycl Comp, 48:9 (2012), 1382
A. N. Kravchenko, P. A. Poluboyarov, S. V. Vasilevskii, G. A. Gazieva, Yu. V. Nelyubina, “[3 + 2]-Cycloaddition of azomethine ylide at 1,3-dimethyl-6-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)-3a,9a-diphenyl-3,3a,9,9a-tetrahydroimidazo[4,5-e][1,3]thiazolo[3,2-b][1,2,4]triazine-2,7(1H,6H)-diones”, Mendeleev Commun., 22:2 (2012), 90–91
Sergei V. Vasilevskii, Pavel A. Belyakov, Galina A. Gazieva, Yulia V. Nelyubina, Natal'ya G. Kolotyrkina, Angelina N. Kravchenko, “ChemInform Abstract: Condensation of 5,7‐Dimethyl‐4a,7a‐diphenyl‐3‐thioxoperhydroimidazo [4,5‐e]‐1,2,4‐triazin‐6‐one with Halogenoacetic Acids.”, ChemInform, 41:25 (2010)
S. V. Vasilevskii, Yu. V. Nelyubina, N. G. Kolotyrkina, P. A. Belyakov, L. B. Kulikova, A. N. Kravchenko, “Reaction of 1,3-dimethyl-3a,9a-diphenyl-3,3a,9,9a-tetrahydroimidazo-[4,5-e]-1,3-thiazolo[3,2-b]-1,2,4-triazine-2,7(1H,6H)-dione with isatins”, Mendeleev Commun., 20:5 (2010), 288–290
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