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The Simple and Efficient Method of Synthesis of Amino Pyrimidine and Their Derivatives

Received: 22 March 2022     Accepted: 21 April 2022     Published: 31 May 2022
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Abstract

In the literature survey others reported a variety of synthesis of Pyrimido pyrimidine and their derivatives that have been potential bioactive molecules. Hence, they have to drag considerable attention in the synthesis of biologically active molecule and advanced organic chemistry. In the group of heterocyclic compounds nitrogen containing heterocycles are an important class of compounds in the medicinal chemistry and also contributed to the society from biological, industrial and pharmacological applications such as anticonvulsant, antihypertensive aactivity, analgesic, anti-depressive, antipyretic, anti-inflammatory, Chemotherapeutic agents, antiviral, anti-HIV, antimicrobial and anti-tumour activities. Therefore, the present study aim to investigate the chemistry of heterocycles incorporating 4,11-diimino-2,9-bis(methylthio)-6-hydroxy-7,11-dihydro-4H,6H-dipyrimido[1,2-a:1',2'-c]pyrimidine-3,10-dicarbonitrile skeletons and their derivatives. The simple and efficient synthesis of amino pyrimidine have been demonstrated by using Michael addition reaction, Michael acceptor ethylecyano acetate and Michael donor guanidine nitrate. The resulting compound 2,6 diamino 4-hydroxy pyrimidine was further reacted with 2-[bis (methylthio)methylene]malononitrile in the presence of catalytic amount of K2CO3 in DMF under reflux condition that offered substituted amino pyrimidine. In the compound of amino pyrimidine have replaceable methylthio group, This group are substituted by various nucleophiles such as various substituted aromatic amines, aromatic phenols, heteryl amines and active methylene compounds. The structure and formula of all the synthesized compounds were characterized by spectral data. Some of the synthesized compounds were evaluated for their biological activities. The compounds of this class of heterocycles containing a significant characteristic scaffold and possessing a wide range of biological characteristic.

Published in American Journal of Heterocyclic Chemistry (Volume 8, Issue 1)
DOI 10.11648/j.ajhc.20220801.11
Page(s) 1-6
Creative Commons

This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.

Copyright

Copyright © The Author(s), 2022. Published by Science Publishing Group

Keywords

Michael Reaction, 2-[bis(methylthio)methylene]malononitrile, Guanidine Nitrate

References
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    Sirsat Shivraj, Bobade Dnyaneshwar, Shinde Sainath. (2022). The Simple and Efficient Method of Synthesis of Amino Pyrimidine and Their Derivatives. American Journal of Heterocyclic Chemistry, 8(1), 1-6. https://doi.org/10.11648/j.ajhc.20220801.11

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    ACS Style

    Sirsat Shivraj; Bobade Dnyaneshwar; Shinde Sainath. The Simple and Efficient Method of Synthesis of Amino Pyrimidine and Their Derivatives. Am. J. Heterocycl. Chem. 2022, 8(1), 1-6. doi: 10.11648/j.ajhc.20220801.11

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    AMA Style

    Sirsat Shivraj, Bobade Dnyaneshwar, Shinde Sainath. The Simple and Efficient Method of Synthesis of Amino Pyrimidine and Their Derivatives. Am J Heterocycl Chem. 2022;8(1):1-6. doi: 10.11648/j.ajhc.20220801.11

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  • @article{10.11648/j.ajhc.20220801.11,
      author = {Sirsat Shivraj and Bobade Dnyaneshwar and Shinde Sainath},
      title = {The Simple and Efficient Method of Synthesis of Amino Pyrimidine and Their Derivatives},
      journal = {American Journal of Heterocyclic Chemistry},
      volume = {8},
      number = {1},
      pages = {1-6},
      doi = {10.11648/j.ajhc.20220801.11},
      url = {https://doi.org/10.11648/j.ajhc.20220801.11},
      eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ajhc.20220801.11},
      abstract = {In the literature survey others reported a variety of synthesis of Pyrimido pyrimidine and their derivatives that have been potential bioactive molecules. Hence, they have to drag considerable attention in the synthesis of biologically active molecule and advanced organic chemistry. In the group of heterocyclic compounds nitrogen containing heterocycles are an important class of compounds in the medicinal chemistry and also contributed to the society from biological, industrial and pharmacological applications such as anticonvulsant, antihypertensive aactivity, analgesic, anti-depressive, antipyretic, anti-inflammatory, Chemotherapeutic agents, antiviral, anti-HIV, antimicrobial and anti-tumour activities. Therefore, the present study aim to investigate the chemistry of heterocycles incorporating 4,11-diimino-2,9-bis(methylthio)-6-hydroxy-7,11-dihydro-4H,6H-dipyrimido[1,2-a:1',2'-c]pyrimidine-3,10-dicarbonitrile skeletons and their derivatives. The simple and efficient synthesis of amino pyrimidine have been demonstrated by using Michael addition reaction, Michael acceptor ethylecyano acetate and Michael donor guanidine nitrate. The resulting compound 2,6 diamino 4-hydroxy pyrimidine was further reacted with 2-[bis (methylthio)methylene]malononitrile in the presence of catalytic amount of K2CO3 in DMF under reflux condition that offered substituted amino pyrimidine. In the compound of amino pyrimidine have replaceable methylthio group, This group are substituted by various nucleophiles such as various substituted aromatic amines, aromatic phenols, heteryl amines and active methylene compounds. The structure and formula of all the synthesized compounds were characterized by spectral data. Some of the synthesized compounds were evaluated for their biological activities. The compounds of this class of heterocycles containing a significant characteristic scaffold and possessing a wide range of biological characteristic.},
     year = {2022}
    }
    

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  • TY  - JOUR
    T1  - The Simple and Efficient Method of Synthesis of Amino Pyrimidine and Their Derivatives
    AU  - Sirsat Shivraj
    AU  - Bobade Dnyaneshwar
    AU  - Shinde Sainath
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    DO  - 10.11648/j.ajhc.20220801.11
    T2  - American Journal of Heterocyclic Chemistry
    JF  - American Journal of Heterocyclic Chemistry
    JO  - American Journal of Heterocyclic Chemistry
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    PB  - Science Publishing Group
    SN  - 2575-5722
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    AB  - In the literature survey others reported a variety of synthesis of Pyrimido pyrimidine and their derivatives that have been potential bioactive molecules. Hence, they have to drag considerable attention in the synthesis of biologically active molecule and advanced organic chemistry. In the group of heterocyclic compounds nitrogen containing heterocycles are an important class of compounds in the medicinal chemistry and also contributed to the society from biological, industrial and pharmacological applications such as anticonvulsant, antihypertensive aactivity, analgesic, anti-depressive, antipyretic, anti-inflammatory, Chemotherapeutic agents, antiviral, anti-HIV, antimicrobial and anti-tumour activities. Therefore, the present study aim to investigate the chemistry of heterocycles incorporating 4,11-diimino-2,9-bis(methylthio)-6-hydroxy-7,11-dihydro-4H,6H-dipyrimido[1,2-a:1',2'-c]pyrimidine-3,10-dicarbonitrile skeletons and their derivatives. The simple and efficient synthesis of amino pyrimidine have been demonstrated by using Michael addition reaction, Michael acceptor ethylecyano acetate and Michael donor guanidine nitrate. The resulting compound 2,6 diamino 4-hydroxy pyrimidine was further reacted with 2-[bis (methylthio)methylene]malononitrile in the presence of catalytic amount of K2CO3 in DMF under reflux condition that offered substituted amino pyrimidine. In the compound of amino pyrimidine have replaceable methylthio group, This group are substituted by various nucleophiles such as various substituted aromatic amines, aromatic phenols, heteryl amines and active methylene compounds. The structure and formula of all the synthesized compounds were characterized by spectral data. Some of the synthesized compounds were evaluated for their biological activities. The compounds of this class of heterocycles containing a significant characteristic scaffold and possessing a wide range of biological characteristic.
    VL  - 8
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Author Information
  • Department of Chemistry, Yeshwant Mahavidyalaya, Nanded, India

  • Department of Chemistry, Yeshwant Mahavidyalaya, Nanded, India

  • Department of Chemistry, Yeshwant Mahavidyalaya, Nanded, India

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