Synthesis of Symmetrical and Asymmetrical Azines Encompassing Naphtho[2,1-b]furan by a Novel Approach

The starting material 3-nitro-2-acetylnaphtho[2,1-b]furan (2) was obtained by nitration of 2-acetylnaphtho[2,1-b] furan (1), under mild condition. The compound 1 was synthesized by the reaction of 2-hydroxy-1-naphthaldehyde with chloroacetone, where in both condensation and cyclization took place in...

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Main Authors: K. Veena, M. Ramaiah, G. K. Vanita, T. S. Avinash, V. P. Vaidya
Format: Article
Language:English
Published: Wiley 2011-01-01
Series:E-Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2011/784932
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author K. Veena
M. Ramaiah
G. K. Vanita
T. S. Avinash
V. P. Vaidya
author_facet K. Veena
M. Ramaiah
G. K. Vanita
T. S. Avinash
V. P. Vaidya
author_sort K. Veena
collection DOAJ
description The starting material 3-nitro-2-acetylnaphtho[2,1-b]furan (2) was obtained by nitration of 2-acetylnaphtho[2,1-b] furan (1), under mild condition. The compound 1 was synthesized by the reaction of 2-hydroxy-1-naphthaldehyde with chloroacetone, where in both condensation and cyclization took place in single step. The reaction of 3-nitro-2-acetylnaphtho[2,1-b]furan (2) with hydrazine hydrate produced corresponding hydrazone (3) in excellent yield, which on treatment with various aromatic aldehydes under different reaction conditions resulted in the formation of symmetrical azines (4a-e) and unsymmetrical azines (5a-e). All the newly synthesized compounds have been characterized by analytical and spectral studies and were screened for antibacterial antibacterial activity against Bacillus subtilus and Alcaligenes fecalies and antifungal activity against Aspergillus nidulans, Aspergillus parasiticus and Aspergillus terrus. The Second Harmonic Generation (SHG) efficiency of some of the synthesized compounds was measured by powder technique using Nd:YAG laser.
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institution Kabale University
issn 0973-4945
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language English
publishDate 2011-01-01
publisher Wiley
record_format Article
series E-Journal of Chemistry
spelling doaj-art-1b843971915347b1a0770fa1b086d5a52025-02-03T06:00:34ZengWileyE-Journal of Chemistry0973-49452090-98102011-01-018135436010.1155/2011/784932Synthesis of Symmetrical and Asymmetrical Azines Encompassing Naphtho[2,1-b]furan by a Novel ApproachK. Veena0M. Ramaiah1G. K. Vanita2T. S. Avinash3V. P. Vaidya4Department of Chemistry, Maharani's Science College for Women, Bangalore-560 001, IndiaDepartment of Chemistry, NMKRV College for Women, Bangalore-560011, IndiaDepartment of Chemistry, Maharani's Science College for Women, Bangalore-560 001, IndiaDepartment of Studies in Microbiology, Mysore University, Mysore-570006, IndiaDepartment of Chemistry, Kuvempu University, Shankaraghatta-5777411, IndiaThe starting material 3-nitro-2-acetylnaphtho[2,1-b]furan (2) was obtained by nitration of 2-acetylnaphtho[2,1-b] furan (1), under mild condition. The compound 1 was synthesized by the reaction of 2-hydroxy-1-naphthaldehyde with chloroacetone, where in both condensation and cyclization took place in single step. The reaction of 3-nitro-2-acetylnaphtho[2,1-b]furan (2) with hydrazine hydrate produced corresponding hydrazone (3) in excellent yield, which on treatment with various aromatic aldehydes under different reaction conditions resulted in the formation of symmetrical azines (4a-e) and unsymmetrical azines (5a-e). All the newly synthesized compounds have been characterized by analytical and spectral studies and were screened for antibacterial antibacterial activity against Bacillus subtilus and Alcaligenes fecalies and antifungal activity against Aspergillus nidulans, Aspergillus parasiticus and Aspergillus terrus. The Second Harmonic Generation (SHG) efficiency of some of the synthesized compounds was measured by powder technique using Nd:YAG laser.http://dx.doi.org/10.1155/2011/784932
spellingShingle K. Veena
M. Ramaiah
G. K. Vanita
T. S. Avinash
V. P. Vaidya
Synthesis of Symmetrical and Asymmetrical Azines Encompassing Naphtho[2,1-b]furan by a Novel Approach
E-Journal of Chemistry
title Synthesis of Symmetrical and Asymmetrical Azines Encompassing Naphtho[2,1-b]furan by a Novel Approach
title_full Synthesis of Symmetrical and Asymmetrical Azines Encompassing Naphtho[2,1-b]furan by a Novel Approach
title_fullStr Synthesis of Symmetrical and Asymmetrical Azines Encompassing Naphtho[2,1-b]furan by a Novel Approach
title_full_unstemmed Synthesis of Symmetrical and Asymmetrical Azines Encompassing Naphtho[2,1-b]furan by a Novel Approach
title_short Synthesis of Symmetrical and Asymmetrical Azines Encompassing Naphtho[2,1-b]furan by a Novel Approach
title_sort synthesis of symmetrical and asymmetrical azines encompassing naphtho 2 1 b furan by a novel approach
url http://dx.doi.org/10.1155/2011/784932
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