Articles | Open Access |

NITRATION OF 2,3- TRIMETHYLEN -3,4-DIHYDROQUINAZOLIN-4-ONES AND QUINAZOLINES

Tukhsanov Feruz Sadullayevich , Musulmonov Noryigit Hasanovich , Uzbek-Finnish Pedagogical Institute

Abstract

The nitration reactions of 2,3-polymethylene-3,4-dihydroquinazolin-4-one and quinazolines were studied . The reaction conditions for the substitution of hydrogen atoms in positions 6 and 8 of the aromatic ring were shown. It turned out that it is impossible to introduce a second nitro group into the quinazoline ring without using an excess amount of the nitrating mixture (1:4) and under relatively complex conditions (heating to 90-100 0C). The synthesized compounds were studied for the first time and it was found that such organic substances have biological activity. 2,3-Polymethylene-3,4-dihydroquinazolin-4-one was nitrated under special conditions to obtain several different nitro derivatives and their properties (reduction, substitution reactions) were studied. This nitration process was first carried out on three-ring quinazoline and quinazoline rings, and their properties were studied.

 

Keywords

2,3-polymethylene-3,4-dihydroquinazolin-4-ones, ichinazolines , nitration, amination , transamination , enamine , acetone cyanohydrin , bromination .

References

Davies, S.G. Modern Organic Synthesis Wiley-VCH, 2015.

Carey, F. A., Sundberg , R. J. Organic Chemistry: Reaction Mechanisms and Synthetic Approaches. 5th ed. Springer, 2007.

Parshall , G. W., Noyori , R. Catalysis in Organic Synthesis

Wiley-Interscience, 2009.

4.Reutlinger, PMP, LA Reutlinger . Computational Organic Chemistry. Wiley-VCH, 2011.

Jensen, F. Introduction to Computational Chemistry. Wiley, 2017.

March, J. Organic Reaction Mechanisms. 6th ed. Wiley, 2013.

Pavia, DL, Lampman , GM, Kriz , GS Introduction to Spectroscopy . 5th ed. Brooks /Cole, 2014.

Williams, D.H., Fleming, I. Spectroscopic Methods in Organic Chemistry. 5th ed.McGraw -Hill, 2008.

Weigand – Hilgetag . Experimental methods in organic chemistry. – M.: Chemistry, 2001. – 502 p.

Tsekhansky R.S. Anilinolysazomethinates . – J. Organ. Chemistry, 1996, v.4, no. 5, pp. 886–888.

11. V. Ria and INN Namboothiri , “Enantioselective conjugate addition of dialkyl phosphites to nitroalkenes ,” Tetrahedron Asymmetry, vol. 19, 20, pp. 2335-2338, 2008.

12 . E. Kuliszewska , M. Hanbauer , and F. Hammerschmidt , “preparation of α - aminobenzylphosphonic acids with a stereogenic quaternary carbon atom via microscopically configurationally stable α - aminobenzyllithiums ,” Chemistry A, vol. 14, no. 28, pp. 8603-8614. 2008.

13. V. Coeffard , I. Beaudet , M. Evain , E. Le Grognec , and J. P. Quintard , “Preparation and transmetallation of enantioenriched α - aminoorganostannanes derived from N- boc phenylglycinol : Organic Chemistry, vol. 2008, no. 19, pp. 3344-3351, 2008.

14. RA Cherkasov and VI Galkin , “The Kabachnik -fields reaction: synthetic potential and the problem of the mechanism,” Russian Chemical Reviews, vol. 67, no. 10, pp. 587-882, 1998.

15. NS Zefirov and ED Matveeva , “Catalytic Kabachnik -Fields reaction: new horizons for old reaction,” ARKIVOC, vol. 1, no. 11, pp. 1-17, 2008.

16. R. Jacquier , M. L. Hassani , C. Petrus, and F. Petrus, “Asymmetric synthesis of 1-aminoalkylphosphonic acids,” Phosphorus, Sulfur, and Silicon and the Released Elements, vol. 81, no. 1-4, pp. 83-87, 1993.

17. G. Jommi , G. Miglierini , R. Pagliarin , g. Sello , and M. Sisti , “Studies toward a model for predicting the diastereoselectivity in the electrophilic amination of chiral 1,2,3-oxazaphospholanes,” Tetrahedron, vol. 48, no. 35, pp. 7275-7288, 1992.

18. Chakraborty S. A., S. Mukerjee , and S. Mukerjee . "Effect of yttrium doping on the properties of bismuth ferrite: a review." IJSST 3.1 (2013): 1-10.

19. Sarimsakova , NS, Fayzullaev , NI, Musulmonov , NX, Atamirzayeva , ST, Ibodullayeva , MN Kinetics and mechanism of reaction for producing ethyl acetate from acetic acid//International Journal of Control and Automation, 2020, 13(2), pp . 373–382.

20. Omanov , BS, Fayzullaev , NI, Musulmonov , NK, Xatamova , MS, Asrorov , D. A. Optimization of vinyl acetate synthesis process//International Journal of Control and Automation, 2020, 13(1), pp . 231–238

21 . Musulmonov NX, Fayzullaev NI Textural characteristics of zinc acetate catalyst //AIP Conference Proceedings. – AIP Publishing LLC, 2022. – T . 2432. – No. 1. – S. 050015

Article Statistics

Downloads

Download data is not yet available.

Copyright License

Download Citations

How to Cite

NITRATION OF 2,3- TRIMETHYLEN -3,4-DIHYDROQUINAZOLIN-4-ONES AND QUINAZOLINES. (2025). International Journal of Artificial Intelligence, 5(05), 1697-1706. https://www.academicpublishers.org/journals/index.php/ijai/article/view/4745