Synthesis of New Heterocyclic System: 1(5)H-1,5-Diazacycl[3.3.2]azine-2,4-dione
dc.contributor.author | Dolzhenko, Anton | |
dc.contributor.author | Dolzhenko, A. | |
dc.contributor.author | Chui, W. | |
dc.date.accessioned | 2017-01-30T12:14:30Z | |
dc.date.available | 2017-01-30T12:14:30Z | |
dc.date.created | 2011-08-24T20:01:11Z | |
dc.date.issued | 2007 | |
dc.identifier.citation | Dolzhenko, Anton V. and Dolzhenko, Anna V. and Chui, Wai-Keung. 2007. Synthesis of New Heterocyclic System: 1(5)H-1,5-Diazacycl[3.3.2]azine-2,4-dione. Heterocycles. 71 (9): pp. 2049-2054. | |
dc.identifier.uri | http://hdl.handle.net/20.500.11937/19549 | |
dc.description.abstract |
A synthesis of hitherto unknown heterocyclic system 1(5)H-1,5-diazacycl[3.3.2]azine-2,4-dione (5) is presented. The cyclocondensation of 2,6-diaminopyridine (1) with maleic anhydride yielded (5-amino-2-oxo-2,3-dihydroimidazo[1,2-a]pyridin-3-yl)acetic acid (2), which was converted to methyl (5-amino-2-oxo-2,3-dihydroimidazo[1,2-a]pyridin-3-yl) acetate hydrochloride (3). The ester (3) upon treatment with sodium carbonate solution underwent intramolecular cyclization to 2a,3-dihydro-1(5)H-1,5-diazacycl[3.3.2]azine-2,4-dione (4), which was oxidized in alkaline condition to provide 5. | |
dc.publisher | The Japan Institute of Heterocyclic Chemistry | |
dc.title | Synthesis of New Heterocyclic System: 1(5)H-1,5-Diazacycl[3.3.2]azine-2,4-dione | |
dc.type | Journal Article | |
dcterms.source.volume | 71 | |
dcterms.source.number | 9 | |
dcterms.source.startPage | 2049 | |
dcterms.source.endPage | 2054 | |
dcterms.source.issn | 1881-0942 | |
dcterms.source.title | Heterocycles | |
curtin.department | School of Pharmacy | |
curtin.accessStatus | Open access |