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...
Saved in:
Main Authors: | , , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
Wiley
2011-01-01
|
Series: | E-Journal of Chemistry |
Online Access: | http://dx.doi.org/10.1155/2011/784932 |
Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
_version_ | 1832551722301521920 |
---|---|
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. |
format | Article |
id | doaj-art-1b843971915347b1a0770fa1b086d5a5 |
institution | Kabale University |
issn | 0973-4945 2090-9810 |
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 |
work_keys_str_mv | AT kveena synthesisofsymmetricalandasymmetricalazinesencompassingnaphtho21bfuranbyanovelapproach AT mramaiah synthesisofsymmetricalandasymmetricalazinesencompassingnaphtho21bfuranbyanovelapproach AT gkvanita synthesisofsymmetricalandasymmetricalazinesencompassingnaphtho21bfuranbyanovelapproach AT tsavinash synthesisofsymmetricalandasymmetricalazinesencompassingnaphtho21bfuranbyanovelapproach AT vpvaidya synthesisofsymmetricalandasymmetricalazinesencompassingnaphtho21bfuranbyanovelapproach |