6-[(4-Methoxy/4,9-dimethoxy)-7-methylfurochromen-5-ylideneamino]-2-thioxo-2,3-dihydropyrimidin-4-ones
1a,b were prepared by reaction of 6-amino-2-thiouracil with visnagen or khellin, respectively. Reaction of
1a,b with methyl iodide afforded furochromenylideneaminomethylsulfanylpyrimidin-4-ones
2a,b. Compounds
2a,b were reacted with secondary aliphatic amines to give the corresponding furochromen-ylideneamino-2-substituted pyrimidin-4-ones
3a–d. Reaction of
3a–d with
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6-[(4-Methoxy/4,9-dimethoxy)-7-methylfurochromen-5-ylideneamino]-2-thioxo-2,3-dihydropyrimidin-4-ones
1a,b were prepared by reaction of 6-amino-2-thiouracil with visnagen or khellin, respectively. Reaction of
1a,b with methyl iodide afforded furochromenylideneaminomethylsulfanylpyrimidin-4-ones
2a,b. Compounds
2a,b were reacted with secondary aliphatic amines to give the corresponding furochromen-ylideneamino-2-substituted pyrimidin-4-ones
3a–d. Reaction of
3a–d with phosphorus oxychloride yielded 6-chlorofurochromenylidenepyrimidinamines
4a–d, which were reacted with secondary amines to afford furochromenylideneamino-2,6-disubstituted pyrimidin-4-ones
5a–d. In addition, reaction of
5a–d with 3-chloropentane-2,4-dione gave 3-chloro-furochromenylpyrimidopyrimidines
6a–d. The latter were reacted with piperazine and morpholine to give 1-(furochromenyl)-pyrimidopyrimidine-3,6,8-triylpiperazines or -3,6,8-triylmorpholines
7a–d. The chemical structures of the newly synthesized compound ware characterized by IR,
1H-NMR,
13C-NMR and mass spectral analysis. These compounds were also screened for their analgesic and anti-inflammatory activities. Some of them, particularly
3–7, exhibited promising activities.
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