SYNTHESIS OF SUBSTITUTED 4-ARYLOXYPTHALIC ACIDS BASED ON 4-NITRO-N-METHYLPHTHALIMIDE
Abstract and keywords
Abstract (English):
Na osnove reakcii aktivirovannogo aromaticheskogo nukleofil'nogo zamescheniya, protekavshey mezhdu 4-nitro-N-metilftalimidom i fenolami, soderzhaschimi razlichnye zamestiteli, polucheny izvestnye i ne opisannye v literature 4-ariloksi-N-metilftalimidy, v rezul'tate schelochnogo gidroliza kotoryh byli polucheny 4 ariloksiftalevye kisloty.

Keywords:
4-nitro-N-metilftalimid, aktiviro-vannoe aromaticheskoe nukleofil'noe zameschenie, zameschennye ariloksiftalevye kisloty, arilendioksiftalevye kisloty, ariloksi-N-metilftalimidy
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References

1. Pat. 2044726 Rossiyskaya Federaciya, MPK C07D 209/00. Sposob polucheniya 4-nitro-N-metilftalimida / L.V. Rad'ko, V.M. Ivanova, S.N. Taranova, M.B. Dorogov, E.L. Vulah, D.S. Bark. Opubl. 27.09.1995.

2. Rajasekar S., Venkatesan D. Synthesis and characterization of poly(amideimides)s from 4-(p-carboxyphenoxy)phthalic anhydride and 4-(p-carboxybenzoyl)phthalic anhydride // Polymer. 2013. Vol. 54, no. 21. R. 5626-5633. DOI:https://doi.org/10.1016/j.polymer.2013.08.037.

3. Pat. 2459803 Rossiyskaya Federaciya, MPK C07C 253/30, C07C 255/51, C07C 255/54. Sposob polucheniya 4,4’-(m-fenilendioksi) diftalonitrila / V.V. Plahtinskiy, I.G. Abramov, V.I. Mil'to, G.G. Krasovskaya, O.V. Dobrohotov. Opubl. 27.08.2012.

4. Botnar A.A., Domareva N.P., Kazaryan K.Y., Tikhomirova T.V., Abramova M.B. Vashurin A.S. Synthesis and spectral properties of tetraphenoxysubstituted erbium phthalocyanines containing peripheral phenyl and cyclohexyl fragments // Russian Chemical Bull. 2022. Vol. 71, no. 5. R. 953-961. DOI:https://doi.org/10.1007/slll72-022-3496-0.

5. Znoyko S.A., Elizarova A.P., Kustova T.V., Nakonechnaya A.N. Kompleksy erbiya i lyuteciya «sendvichevogo» tipa, soderzhaschie fragmenty tetraantrahinonoporfirazina i zameschennyh ftalocianinov // Izv. vuzov. Himiya i him. tehnologiya. 2021. T. 64, vyp. 4. S. 42-51. DOI:https://doi.org/10.6060/ivkkt.20216404.6380.

6. Orlova A.M., Alentiev A.Yu., Kolesnikov T.I., Tsegelskaya A.Yu., Monakhova K.Z., Chirkov S.V., Nikiforov R. Yu., Abramov I.G., Kuznetsov A.A. Novel organo-soluble poly(etherimide)s based on diethyl-toluenediamine: Synthesis, characterization and gas transport properties // Polymer. 2022. Vol. 256. P. 125258 DOI:https://doi.org/10.1016/J.polymer.2022.125258.

7. Soldatova A.E., Tsegelskaya A.Yu., Semenova G.K., Bezsudnov I.V., Polinskaya M.S., Abramov I.G., Kuznetsov A.A. Synthesis of tetraarm stars with polyetherimide-polyether block copolymer arms // Russian Chemical Bulletin. 2022. Vol. 71, no. 4. P. 777-786. DOI:https://doi.org/10.1007/s11172-022-3478-2.

8. Orlova A.M., Tsegelskaya A.Yu., Kolesnikov T.I., Abramov I.G., Kuznetsov A.A. Novel Polyetherimides Based on 5-Methyl-l,3-phenylene-bis-4-oxyphthalic Acid Dianhydride: Synthesis and Physicochemical Properties // Polymer Science, Series B. 2022. Vol. 64, no. 1. P. 17-25. DOI:https://doi.org/10.1134/S1560090422010031.

9. Berezin D.B., Makarov V.V., Znoyko S.A., Mayzlish V.E., Kustov A.V. Aggregation water soluble octaanion-icphthalocyanines behavior and their photoinactivation antimicrobial effect in vitro // Mendeleev Communica-tions. 2020. Vol. 30, no. 5. P. 621-623. DOI:https://doi.org/10.1016/j.mencom.2020.09.023.

10. Abramov I.G., Plahtinskiy V.V., Abramova M.B., Smirnov A.V., Krasovskaya G.G. Sintez geterilftalonitrilov // Him. geterocikl. soedineniy 1999. № 11. S. 1537-1539.

11. Abramov I.G., Guseva V.V., Balagurova E.V., Zaharkin L.I. Pervyy primer reakcii nukleofil'nogo zamescheniya nitrogruppy v 4-nitroftalonirile na karboranil'nuyu gruppu pri deystvii V proizvodnogo karborana // Zhurnal obschey himii. 1999. T. 69, vyp. 10. S. 1753.

12. Abramov I.G., Baklagin V.L., Makarova E.S., Kleykova D.E. Ispol'zovanie azotsoderzhaschih getero-ciklicheskih O-, i S-nukleofilov v reakciyah s 4-nitroftalonitrilom i 4-brom-5-nitroftalonitrilom // Ot himii k tehnologii shag za shagom. 2021. T. 2, vyp. 4. S. 43-49. DOI:https://doi.org/10.52957/2782I900_2021_04_43. URL: http://chemintech.ru/index.php/tor/2021-2-4

13. Malyasova A.S., Kostrova E.A., Abramov I.G., Maizlish V.E., Koifman O.I. Synthesis, acid-base interactions, and photostability of copper(II) tetrakis(3,5-di-tert-butylbenzoyloxy)phthalocyanine // Russian Chemical Bulletin. 2021. Vol. 70, no. 12. P. 2405-2415. DOI:https://doi.org/10.1007/s11172-021-3360-7

14. Mil'to V.I., Tarasov A.V., Nozhnin N.A., Shlenev R.M., Svetlichnyy V.M., Yudin V.E. Razrabotka laboratornoy tehnologii sinteza diangidrida R – monomera dlya termoplastichnyh poliefirimidov // Novye polimernye kompozicionnye materialy. Mikitaevskie chteniya: sbornik trudov XVI Mezhdunarodnoy nauchno-prakticheskoy konferencii. Nal'chik: Izd-vo «Print Centr», 2020. C. 292-295.

15. Mil'to V.I., Nozhnin N.A., Tarasov A.V., Rybina G.V. Razrabotka prikladnogo metoda sinteza 4,4’-(m-fenilendioksi)-N-metilftalimida – poluprodukta dlya polucheniya poliefirimidov // Izvestiya Kabardino-balkarskogo gosudarstvennogo universiteta. 2023. T. XIII, № 1. S. 69-73.

16. Relles, H.M. D.S. Johnson, B.A. Dellacoletta. Diaryl Ether Formation via Nitro Displacement with 4 Methylphenol and Potassium Carbonate on 4-Nitro-N-methylphthalimide // J. Org. Chem. 1980. Vol. 45. P. 1374-1379.

17. Dorogov M.V., Ivanovskiy S.A., Krasovskaya G.G., Abramov I.G. Ispol'zovanie gidrokarbonata kaliya kak istochnika aktivnogo deprotoniruyuschego agenta v reakcii aromaticheskogo zamescheniya nitrogruppy nukleofilami // Izv. vuzov. Himiya i him. tehnologiya. 1999. T. 42, vyp. 6. S. 69-71.

18. Plahtinskiy V.V., Kaninskiy P.S., Mironov G.S., Yasinskiy O.A., Abramov I.G. Zameschenie nitro-gruppy v 4-nitroftalonitrile s ispol'zovaniem sistemy fenol – karbonat metalla v kachestve nukleofila // Zhurn. organ. himii. 1992. T. 28, vyp. 6. S. 1232-1235.

19. Plahtinskiy V.V., Ustinov V.A., Mironov G.S. Aromaticheskoe nukleofil'noe zameschenie s uchastiem nitrit-iona // Izv. vuzov. Himiya i him. tehnologiya. 1985. T. 28, № 1. S. 3-18.

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