Citation:
GAO Shu-Tao, LIU Yan-Qin, HAN Shi-Tian. Synthesis and Characterization of New m-Chlorophenyl Porphyrin-5-Fluorouracil Compounds[J]. Chinese Journal of Applied Chemistry,
;2007, 24(11): 1295-1298.
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1,3-Di[5-(3-propoxy)phenyl-10,15,20-tri(3-chlorophenyl)porphyrin]-5-fluorouracil(A1), 1-[5-(3-propoxy)phenyl-10,15,20-tri(3-chlorophenyl)porphyrin]-5-fluorouracil(B1), 1,3-di[5-(3-butoxy)phenyl-10,15,20-tri(3-chlorophenyl)porphyrin]-5-fluorouracil(A2) and 1-[5-(3-butoxy)phenyl-10,15,20-tri(3-chlorophenyl)porphyrin]-5-fluorouracil(B2) were synthesized from 5-[3-(3-bromo-propoxy)phenyl]-10,15,20-tri(3-chlorophenyl)porphyrin or 5-[3-(4-bromo-butoxy)phenyl]-10,15,20-tri(3-chlorophenyl)porphyrin and 5-fluorouracil in yield of 20.4%, 12.3%, 21.4%, and 11.4%, respectively.Their structures were characterized by UV-Vis, IR, 1H NMR and MALDI-TOF-MS. The synthesis and separation conditions of the target compounds were studied. The results show that the yield was higher when DMF was used as the solvent at 120℃ for 10 h. The products were separated via column chromatography with silica gel(40 μm). The separation was more satisfactory with chloroform-acetone(V:V=15:1) as the eluent when the column was 3 cm in diameter and 10 cm in hight.
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Keywords:
- fluorouracil,
- porphyrin,
- synthesis,
- structural characterization
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