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Journals / Journal of the Turkish Chemical Society Section A: Chemistry / 2026 / Volume: 2026 Issue: 2

Synthesis and Bioactivity of Novel Fused Heterocyclic Compounds Derived from Benzo[d][1,3]dioxol-5-amine

Mohammed Ahmed Khalaf(Department of Chemistry, College of Education for Pure Science, University of Mosul)
Amena Alyas Ahmed(University of Mosul)0000-0003-3153-071X
Pages
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Publication Date
2026-10-22
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AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

These findings indicate that the tested compounds exhibited variable antibacterial activity depending on the bacterial strain.

📌 3 Key Takeaways

🎯
Objective & Hypothesis:This research includes the synthesis of chalcones due to their importance in organic chemistry; certain intermediates are used to form heterocyclic.
📊
Key Findings & Data:Firstly, synthesis compound A1 was synthesized by the reaction between Benzo[d][1,3]dioxol-5-amine and chloroacetyl chloride.
💡
Conclusion & Impact:These findings indicate that the tested compounds exhibited variable antibacterial activity depending on the bacterial strain.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Bioactivity · Fused Heterocyclic · Thiazolidine

Abstract

This research includes the synthesis of chalcones due to their importance in organic chemistry; certain intermediates are used to form heterocyclic. Firstly, synthesis compound A1 was synthesized by the reaction between Benzo[d][1,3]dioxol-5-amine and chloroacetyl chloride. Then, cyclization by ammonium isothiocyanate is performed using acetone as a solvent to get compound A2. This compound contains an activated α-H that reacts with sub. Aldehyde, also glacial acetic acid & sodium acetate to yield (A3-A6). It can cyclize to fused heterocyclic compounds by reacting with hydrazine hydrate to obtain (A7-A10). Finally, to form (A11-A14) pyrimidin-thione derivatives, compound (A3-A6) was reacted with thiourea. Identification of (A1-A14) by spectroscopy (IR, H-NMR) was tested; their bioactivity against two types of bacteria, E. coli and S. aureus. Compounds A10,A11,A12 exhibited considerable inhibitory activity against S. aureus, with inhibition zones of (44, 32, 36) mm, respectively. In contrast, the antibacterial assay against E. coli showed that compounds A11, A12 produced inhibition zones of 22 and 20 mm, respectively. These findings indicate that the tested compounds exhibited variable antibacterial activity depending on the bacterial strain.

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Cite This Article

Khalaf, M. A., Ahmed, A. A. (2026). Synthesis and Bioactivity of Novel Fused Heterocyclic Compounds Derived from Benzo[d][1,3]dioxol-5-amine. Journal of the Turkish Chemical Society Section A: Chemistry, Volume: 2026 Issue: 2. https://doi.org/10.18596/jotcsa.1970025

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  50. Shi XM, She WY, Liu TT, Gao LX, Liu YJ, Liu Y. 1,3-benzodioxole derivatives improve the anti-tumor efficiency of arsenicals. Int J Mol Sci. 2022 Jun 22;23(13):6930. Available from:.
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  53. Sun Y, Yang Z, Liu Q, Sun X, Chen L, Sun L, et al. Design, synthesis, and fungicidal evaluation of novel 1,3-benzodioxole-pyrimidine derivatives as potential succinate dehydrogenase inhibitors. J Agric Food Chem. 2022 Jun 22;70(24):7360–74. Available from:.
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  58. El-Rayyes A, T. Mogharbel R, H. Abdel-Rhman M, A. Ismail M, Abdel-Latif E. Molecular geometry and biological activity of 2-(4-substituted-phenylimino)thiazolidin- 4-one compounds. Bull Chem Soc Ethiop. 2023 Jun 30;37(5):1275–86. Available from:.
  59. Abdelmajeid A, Amine MS, Hassan RA. Fatty acids in heterocyclic synthesis. Part XVII: Synthesis of non ionic surfactants containing piperidine, piperazine, imidazole based on thiadiazole and microbiological activities evaluation. Int J Org Chem. 2017;7(4):346–68. Available from:.
  60. Al-Araj IQM, Saeed RA, Reyadh L, Ahmed AA. Synthesis of some New 1,3,4-thiadiazole derivatives derived from cholic acid and evaluation of their biological activity. J Turkish Chem Soc Sect A Chem. 2024 May 15;11(2):425–32. Available from:.
  61. Kaminskyy D, Kryshchyshyn A, Lesyk R. 5-Ene-4-thiazolidinones – An efficient tool in medicinal chemistry. Eur J Med Chem. 2017 Nov;140:542–94. Available from:.
  62. Bourahla K, Guihéneuf S, Limanton E, Paquin L, Le Guével R, Charlier T, et al. Design and microwave synthesis of new (5Z) 5-arylidene-2-thioxo-1,3-thiazolinidin-4-one and (5Z) 2-amino-5-arylidene-1,3-thiazol-4(5H)-one as new inhibitors of protein kinase DYRK1A. Pharmaceuticals. 2021 Oct 27;14(11):1086. Available from:.
  63. Ahmed AA, Ahmad;, Ahmad K, Ahmed NG. Synthesis of some New benzoxazepine compounds form derivatives of schiff bases. J Educ Sci. 2020;29(1):218–32.
  64. Ahmed AA, Mahmood IQ, Aziz HS. Synthesis and characterization of few new substituted 1,3,4-oxadiazoles 1,2,4-Triazoles and schiff bases via chalcone compounds. Int J Drug Deliv Technol. 2022 Jun 30;12(3):1087–92. Available from:.
  65. Ciupa A. High-throughput DoE synthesis of chalcones and pyrazolines for fluorescent sensing. Org Biomol Chem. 2026;24(4):873–9. Available from:.
  66. Wahyuningsih TD, Suma AAT, Astuti E. Synthesis, anticancer activity, and docking study of N-acetyl pyrazolines from veratraldehyde. J Appl Pharm Sci. 2019 Mar;9(3):14–20. Available from:.
  67. Bako R, October N, Idris AY, Hamza AN, Adeshina GO, Rufa’i A, et al. Synthesis, antimicrobial evaluation, and in silico studies of some novel hydrazinylquinoline and pyrazoline derivatives as potential antimicrobial agents. Futur J Pharm Sci. 2025 Sep 25;11(1):126. Available from:.
  68. Abed RR, Ahmed AE. Some complexes of Zink (II) and Manganese (II) with schiff base derived from nicotinamide, synthesis and characterization, antibacterial evaluation. Res J Pharm Technol. 2021;14(3):1711–5. Available from:.
  69. Abdelrehim ESM, El-Sayed DS. Synthesis, screening as potential antitumor of new poly heterocyclic compounds based on pyrimidine-2-thiones. BMC Chem. 2022 Dec 21;16(1):16. Available from:.
  70. Aziz H, Al-Araj I, Abdul-Raheem L, Ahmed A. Synthesis and biological evaluation of some new heterocyclic derivatives from substituted thiopyrimidine. J Serbian Chem Soc. 2024;89(11):1401–10. Available from:.
  71. Nima HH, Shntaif AH. Synthesis of new pyrimidine derivatives and study their antibacterial activity: Computational and in vitro assessment. J Umm Al-Qura Univ Appl Sci. 2026 Jun 10;12(2):217–34. Available from:.