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Chinese Journal of Organic Chemistry >

2023 , Vol. 43 >Issue 7: 2462 - 2475

DOI: https://doi.org/10.6023/cjoc202301008

ARTICLES

Synthesis and Herbicidal Activity of Novel Pyrimido[5,4-e]-[1,2,4]triazolo[1,5-c]pyrimidine Derivatives

  • Hai Lin ,
  • Huixiang Nie ,
  • Anlin Zhao ,
  • Tao Wang ,
  • Jin Luo
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  • aJiangxi Province Key Laboratory of Chemical Biology, College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330022
    bAnalytical and Testing Center, Jiangxi Normal University, Nanchang 330022
*E-mail: ;

Received date: 2023-01-08

  Revised date: 2023-03-01

  Online published: 2023-03-31

Supported by

National Natural Science Foundation of China(21562026); National Natural Science Foundation of China(21762025); Young Talents Program of Jiangxi Normal University.

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Abstract

To discover N-containing fused heterocyclic compounds with novel structure and excellent herbicidal activity, forty-two pyrimido[5,4-e][1,2,4]triazolo[1,5-c]pyrimidine derivatives (Ι-1~Ι-42) were synthesied using 2-(alkylthio)-5- carbonitrile-6-(methylthio)pyrimidine-4-aminos as starting materials. Their structures were clearly confirmed by melting point, 1H NMR, 13C NMR, infrared absorption spectroscopy (IR), and high-resolution mass spectra (HRMS). The preliminary bioassay indicated that many target compounds exhibited remarkable herbicidal activities against the monocotyledons (Triticum aestivum L., Echinochloa crusgalli, and Sorghum bicolor) and dicotyledons (Raphanus sativus, Brassica campestris, and Cucumis sativus) at the concentration of 100 mg/L. Especially, compounds Ι-13, Ι-14, Ι-23, Ι-25 and Ι-30~Ι-42 showed excellent herbicidal activities against the roots and stalks of the six test plant at 100 mg/L with 100% inhibition rates.

Key words： pyrimido[5,4-e][1,2,4]triazolo[1,5-c]pyrimidine; synthesis; herbicidal activity

Cite this article

Hai Lin , Huixiang Nie , Anlin Zhao , Tao Wang , Jin Luo . Synthesis and Herbicidal Activity of Novel Pyrimido[5,4-e]-[1,2,4]triazolo[1,5-c]pyrimidine Derivatives[J]. Chinese Journal of Organic Chemistry, 2023 , 43(7) : 2462 -2475 . DOI: 10.6023/cjoc202301008

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