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Indian Journal of Chemistry -Section B (IJC-B) >
IJC-B Vol.44B [2005] >
IJC-B Vol.44B(07) [July 2005] >
| Title: | Synthesis and screening of 1, 3, 4-oxadiazinoindolinone and s-triazole derivatives of pyranobenzopyran |
| Authors: | Mulwad, V V
Chaskar, A C
Shirodkar, J M |
| Keywords: | 3-Formyl-4-hydroxycoumarin
zinc chloride
benzopyronic acids
thionyl chloide
1,3,4-oxadiazinoindolinone
s-triazole derivatives
pyranobenzopyran
antimicrobial activity |
| Issue Date: | Jul-2005 |
| Publisher: | CSIR |
| IPC Code: | Int.Cl.7 C 07 D 311/76 |
| Abstract: | 3-Formyl-4-
hydroxycoumarin is treated with malonic acid in the presence of zinc chloride
catalyst to give 2H, 5H-2,5-dioxo-3-pyrano[3, 2-c]benzopyranoic
acids 1a-d which on treatment with methanol in the presence of thionyl
chloride give methyl 2H, 5H-2,5-dioxopyrano[3, 2-c]benzopyran-3-oates
2a-d. Compounds 2a-d were converted into their acid hydrazides 3a-d.
3a-d on treatment with isatin yield 1H, 2H-3-(2H, 5H-2,5-dioxopyrano[3,
2-c]benzopyran-3-carboxyhydrazono)-2-indolinones 4a-d which on
cyclisation with conc. H2SO4 afford 3-[1, 3,
4-oxadiazino[5, 6-b]indol-2-yl]-2,5-dioxopyrano[3,2-c]benzopyrans 5a-d.
Acid hydrazides 3a-d on treatment with carbon disulfide in 10% KOH at
room temperature followed by treatment with ortho-chlorobenzoic acid hydrazide
furnish 3-(2H, 5H-2, 5-dioxopyrano[3, 2-c]benzopyran-3-yl)-4-{N-2'-chlorophenylcarboxamido]-5-mercapto-1,2,4-triazoles 6a-d. |
| Page(s): | 1465-1469 |
| ISSN: | 0975-0983(Online); 0376-4699(Print) |
| Source: | IJC-B Vol.44B(07) [July 2005]
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