11-Dec-2013
23:42:45 IST
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Indian Journal of Chemistry -Section B (IJC-B) >
IJC-B Vol.45B [2006] >
IJC-B Vol.45B(11) [November 2006] >
| Title: | Synthesis, antimicrobial and antiinflammatory activities of 1,3,4-oxadiazoles linked to naphtho[2,1-b]furan |
| Authors: | Ravindra, K C
Vagdevi, H M
Vaidya, V P
Padmashali, Basavaraj |
| Keywords: | 1,3,4-Oxadiazole
naphtho[2,1-b]furan
thione
Mannich base
antimicrobial activity
antiinflammatory activity |
| Issue Date: | Nov-2006 |
| Publisher: | CSIR |
| IPC Code: | Int. Cl.8 C07D |
| Abstract: | Condensation of naphtho[2,1-b]furan-2-carboxyhydrazide 1 with different aromatic aldehydes affords the corresponding N1-[(1E)-arylmethylene]-naphtho[2,1-b]furan-2-carboxyhydrazides 2a-h. These compounds undergo cyclization with acetic anhydride and mercuric oxide to yield 3-acetyl-5-naphtho[2,1-b]furan-2-yl-2-aryl-2,3-dihydro-1,3,4-oxadiazoles 3a-h and 2-naphtho[2,1-b]furan-2-yl-5-aryl-1,3,4-oxadiazoles 4a-h respectively. The compound 1 on refluxing with carbon disulphide and ethanolic potassium hydroxide followed by acidification with hydrochloric acid furnishes 5-naphtho[2,1-b]furan-2-yl-1,3,4-oxadiazole-2(3H)-thione 5. It is converted into Mannich bases 3-(anilinomethyl)-5-naphtho[2,1-b]furan-2-yl-1,3,4-oxadiazole-2(3H)-thiones 6a-h on treatment with formaldehyde and appropriate aromatic amines. All the newly synthesized compounds are characterized by elemental analysis and spectral studies. The selected compounds have been screened for their antimicrobial and anti-inflammatory activities. |
| Page(s): | 2506-2511 |
| ISSN: | 0975-0983(Online); 0376-4699(Print) |
| Source: | IJC-B Vol.45B(11) [November 2006]
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