A Simple and Convenient Synthesis of Isolated-Fused Heterocycles Based on: 2-Imino-N-phenyl-2H-chromene-3-carboxamide

DOI: 10.4236/ojsta.2012.13008   PDF   HTML     4,358 Downloads   10,225 Views   Citations

Abstract

Starting from 2-imino-N-phenyl-2H-chromene-3-carbox-amide, (1) a series of functionalized chromenes were achieved; such as, 2-ethoxy-2,3-dihydro-3-phenylchromeno[2,3-d]pyrimidin-4-one (2), and 2-hydrazinyl-2,3-dihydro-3-phenylchromeno-[2,3-d]pyrimidin-4-one (3). Furthermore, reactions of (3) with some of laboratory available compounds gave pyrazoles (4-9, 12, 13a, 13b), tetrazoles (11), 2-(2-benzylidenehydrazinyl)-3-phenyl-3H-chromeno[2,3-d]pyrimidin4(10H)-oneisoxazoles (14), 5-chloro-1-(4-oxo-3-phenyl-4,10-dihydro-3H-chromeno[2,3-d]pyrimidin-2-yl)-3-phenyl-2, 3-dihydro-1H-pyrazole-4-carbonitrile (17), pyrimidines (28a, b), pyridines (29a-29e, 30, 33a, 33b), benzo[b][1, 4]oxazepin-2- amines (32a, b), 3-chloro-4-(2-imino-2H-chromen-3-yl)-1-phenyl-4-(phenylamino) azetidin-2-one (34a-34e) and 2-(2- imino-2H-chromen-3-yl)-3-phenyl-2-(phenyl amino)thiazolidin-4-onee (35a-35e). The structures of these compounds were established by elemental analysis, IR, MS and NMR spectral analysis.

 

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I. El Azab and F. Abd El Latif, "A Simple and Convenient Synthesis of Isolated-Fused Heterocycles Based on: 2-Imino-N-phenyl-2H-chromene-3-carboxamide," Open Journal of Synthesis Theory and Applications, Vol. 1 No. 3, 2012, pp. 44-57. doi: 10.4236/ojsta.2012.13008.

Conflicts of Interest

The authors declare no conflicts of interest.

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