Green method for the synthesis of isoxazolyl aryl thieno[2,3-d]pyrimidinones using reusable polyethylene glycol as simple solvent catalyst and evaluation of anti-microbial activity
By: Saini, Ramakrishna
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Contributor(s): Malladi, Srinivas Reddy.
Publisher: New Delhi CSIR 2022Edition: Vol.61(3), Mar.Description: 336-347p.Subject(s): GENERAL CHEMISTRYOnline resources: Click here
In:
Indian journal of chemistry (Section B)Summary: Novel series of isoxazolyl aryl thieno[2,3-d]pyrimidinones 4 have been synthesized from (E)-2-amino-5-(3-methyl-4-nitroisoxazol-5-yl)-N-(3-methyl-5-styrylisoxazol-4-yl)-4-arylthiophene-3-carboxamide synthon 3. Compound 3 is obtained by reaction of 2-(3-methyl-4-nitro-isoxazol-5-yl)-1-aryl-ethanone 1, N1-{3-methyl-5-[(E)-2-aryl-1-ethenyl]-4-isoxazolyl}-2-cyanoacetamide 2 and elemental sulfur in PEG-400. Isoxazolyl aryl thieno[2,3-d]pyrimidinones 4 have been obtained from compounds 3 by tandem N-acetylation and cyclodehydration with acetic anhydride. Compounds 3a-q and 4a-q have been characterized by IR, 1H and 13C NMR, and mass spectral data. The title compounds 4a-q have been evaluated for their antimicrobial activity. Compounds 4b, 4c, 4d, 4e, 4j, 4k, 4l and 4m exhibit significant antimicrobial activity, compared to that of standard drugs.
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Articles Abstract Database
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School of Pharmacy Archieval Section | Not for loan | 2023-0720 |
Novel series of isoxazolyl aryl thieno[2,3-d]pyrimidinones 4 have been synthesized from (E)-2-amino-5-(3-methyl-4-nitroisoxazol-5-yl)-N-(3-methyl-5-styrylisoxazol-4-yl)-4-arylthiophene-3-carboxamide synthon 3. Compound 3 is obtained by reaction of 2-(3-methyl-4-nitro-isoxazol-5-yl)-1-aryl-ethanone 1, N1-{3-methyl-5-[(E)-2-aryl-1-ethenyl]-4-isoxazolyl}-2-cyanoacetamide 2 and elemental sulfur in PEG-400. Isoxazolyl aryl thieno[2,3-d]pyrimidinones 4 have been obtained from compounds 3 by tandem N-acetylation and cyclodehydration with acetic anhydride. Compounds 3a-q and 4a-q have been characterized by IR, 1H and 13C NMR, and mass spectral data. The title compounds 4a-q have been evaluated for their antimicrobial activity. Compounds 4b, 4c, 4d, 4e, 4j, 4k, 4l and 4m exhibit significant antimicrobial activity, compared to that of standard drugs.
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