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http://nopr.niscpr.res.in/handle/123456789/16183| Title: | Studies in the syntheses of s-triazolo[ 4,3-a] quinoxalines |
| Authors: | Krishnan, V S H Chowdary, K S |
| Issue Date: | Jan-1999 |
| Publisher: | NISCAIR-CSIR, India |
| Abstract: | o-Phenylendiamine 1 is condensed with oxalic acid using Phillip's procedure to obtain quinoxaline-2,3-doine 2, which on treatment with POCI3 gives the known 2,3-dichloroquinoxaline 3. 2-Chloro-3-hydrazinoquinoxaline 4 is prepared in a facile and simple way by treatment of 3 with hydrazine hydrate in methanol or in dioxane containing triethylamine. Condensation of 4 with a variety of aldehydes in DMF at room temperature furnishes the corresponding arylidene/alkylidine derivatives 5 which undergo smooth nucleophilic substitutions of chlorine by alkoxide or phenoxide ions yielding 2- alkoxy/phenoxy-3-(2-arylidene/alkylidene hydrazino) quinoxalines 6. The dehydrogenative cyclisation of 6 is achieved with chloranil in refluxing 1,2-dichloroethane resulting in s-triazole-[4,3-a] quinoxalines 7 whose structures are supported by spectral and analytical data and by alternate chemical synthesis in the case of the parent compound 7a. |
| Page(s): | 45-51 |
| Appears in Collections: | IJC-B Vol.38B(01) [January 1999] |
Files in This Item:
| File | Description | Size | Format | |
|---|---|---|---|---|
| IJCB 38B(1) 45-51.pdf | 1.46 MB | Adobe PDF | View/Open |
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