Synthesis and Characterization of New 2-amino-5-chlorobenzothiazole Derivatives Containing Different Types of Heterocyclic as Antifungal Activity

Main Article Content

Shaima Ibraheem Chyad AL-Khazraji
https://orcid.org/0000-0002-3655-0712
Wafa Mohammad Sadik
https://orcid.org/0000-0003-0614-3793
Luma S. Ahamed
https://orcid.org/0000-0002-6482-6747

Abstract

Nine new compounds of 2-amino-5-chlorobenzothiazole derivatives were synthesized. These new compounds were formed through the reaction of 2-amino-5-chlorobenzothiazole 1 with ethyl chloroacetate and KOH, which gave an ester derivative 2, followed by refluxing compound 2 with hydrazine hydrate to afford hydrazide derivative 3. The reaction of compound 3 with CS2 and KOH gave 1,3,4-oxadiazole-2-thiol derivative 4, and then the reaction of compound 2 with thiosemicarbazide to produce compound 5  then treated it with 4%NaOH led to ring closure to provide 1,2,4-triazole-3-thiol derivative 6. The reaction of 2-amino-5-chlorobenzothiazole1 with chloroacetic acid gave 7 followed by refluxing the latter compound with ortho amino aniline giving benzimidazole derivative 8. Azomethine 9 was synthesized over 2-amino-6-chloro-benzothiazole with bromobenzaldehyde, the last compound 9 was converted to a thiazolidinone derivative 10 through the reaction of compound  9 with 2-mercaptoaceticacid. The prepared derivatives were established by using FT-IR, 1H-NMR spectroscopy, elemental analysis C.H.N. and physical properties. Entirely compounds were examined for their anti-fungal action against Candida glabrata and Aspergillus niger, and the results revealed that some compounds showed a good measurable activity comparing with fluconazole as stander drug.

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Synthesis and Characterization of New 2-amino-5-chlorobenzothiazole Derivatives Containing Different Types of Heterocyclic as Antifungal Activity. Baghdad Sci.J [Internet]. 2024 Mar. 4 [cited 2024 Dec. 27];21(3):0962. Available from: https://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/8318
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How to Cite

1.
Synthesis and Characterization of New 2-amino-5-chlorobenzothiazole Derivatives Containing Different Types of Heterocyclic as Antifungal Activity. Baghdad Sci.J [Internet]. 2024 Mar. 4 [cited 2024 Dec. 27];21(3):0962. Available from: https://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/8318

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