Synthesis and Biological Evaluation of New Dithiocarbamate Derivatives and New α-aminophosphonate Conjugates Containing 1,3,5 Triazine Nucleus
ghanim, I., Hassan, A., Abdel Aleem, A., Tantawy, I. (2023). Synthesis and Biological Evaluation of New Dithiocarbamate Derivatives and New α-aminophosphonate Conjugates Containing 1,3,5 Triazine Nucleus. EKB Journal Management System, 66(10), 69-77. doi: 10.21608/ejchem.2023.178096.7253
ibrahim mohammed ghanim; Ahmed AbdelaleeM Hassan; Abdel Aleem Hassan Abdel Aleem; Ibrahim Tantawy. "Synthesis and Biological Evaluation of New Dithiocarbamate Derivatives and New α-aminophosphonate Conjugates Containing 1,3,5 Triazine Nucleus". EKB Journal Management System, 66, 10, 2023, 69-77. doi: 10.21608/ejchem.2023.178096.7253
ghanim, I., Hassan, A., Abdel Aleem, A., Tantawy, I. (2023). 'Synthesis and Biological Evaluation of New Dithiocarbamate Derivatives and New α-aminophosphonate Conjugates Containing 1,3,5 Triazine Nucleus', EKB Journal Management System, 66(10), pp. 69-77. doi: 10.21608/ejchem.2023.178096.7253
ghanim, I., Hassan, A., Abdel Aleem, A., Tantawy, I. Synthesis and Biological Evaluation of New Dithiocarbamate Derivatives and New α-aminophosphonate Conjugates Containing 1,3,5 Triazine Nucleus. EKB Journal Management System, 2023; 66(10): 69-77. doi: 10.21608/ejchem.2023.178096.7253

Synthesis and Biological Evaluation of New Dithiocarbamate Derivatives and New α-aminophosphonate Conjugates Containing 1,3,5 Triazine Nucleus

Egyptian Journal of Chemistry
Volume 66, Issue 10, October 2023, Page 69-77  XML PDF (215.33 K)
Document Type: Original Article
DOI: 10.21608/ejchem.2023.178096.7253
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Authors
ibrahim mohammed ghanim email 1; Ahmed AbdelaleeM Hassan2; Abdel Aleem Hassan Abdel Aleem2; Ibrahim Tantawyorcid 3
1chemistry department - faculty of science - menoufia university- shebin elkom- egypt
2Organic Chemistry, Department of Chemistry, Faculty of Science, Menoufia University, Shebin El-Koom, Menoufia, Egypt.
3Chemistry Department, Faculty of Science, El Menoufeia University, Shebin El Koom, Egypt
Abstract
The reaction of perchlorophenyl carbonochloridodithioate 1 with 1, 2-phenylene diamine 2a or 1, 4-phenylene diamine 2b dissolved in DMF produced the aminophenylamino dithiocarbamate derivatives 3a, 3b. Aminophenylamino dithiocarbamate derivatives 3a, 3b, benzaldehyde 4a, and triphenyl phosphite 5, along with LiClO4 acting as a Lewis acid catalyst, were added to form α-aminophosphonate derivatives 6a, 6b. The interaction of cyanuric chloride 7 with 1, 2-phenylene diamine 2a or 1, 3-phenylene diamine 2c dissolved in acetone produced new 2, 4-diaminophenylaminotriazine derivatives 8a, 8b. In contrast, a one-pot reaction using the produced 2, 4-diaminophenylaminotriazine derivatives 8a, 8b, benzaldehyde 4a or m-chlorobenzaldehyde 4b, and triphenylphosphite 5 ,along with LiClO4 acting as a Lewis acid catalyst resulted in the synthesis of α-aminophosphonate derivatives 9a, 9b, 10a, 10b. All of the generated compounds' chemical structures were ascertained using the FT-IR, 1H-NMR, 13C-NMR, 31P-NMR, and mass spectroscopic techniques. Each synthesized compound was tested in vitro for its biological effectiveness against gram-positive bacteria, gram-negative bacteria, and fungi pathogens. Most synthesized compounds exhibited moderate to good antibacterial activity.
Keywords
1; 3; 5triazine; triphenylphosphite; Lewis Acid; α-Aminophosphonate; antimicrobial activity
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