【结 构 式】 ![]() |
【药物名称】MCDF 【化学名称】1,3,8-Trichloro-6-methyldibenzofuran 【CA登记号】118174-38-2 【 分 子 式 】C13H7Cl3O 【 分 子 量 】285.55914 |
【开发单位】University of Texas System (Originator) 【药理作用】ONCOLYTIC DRUGS, Antiestrogens |
合成路线1
4-Chloro-2-methylphenol (I) is condensed with 2,4,6-trichloroaniline (II) by heating to 120-140 C with amyl nitrite for 18 hours. The excess phenol is removed in vacuo; the residue is adsorbed on silica gel, applied to the top of a silica gel column and the crude phenolic fraction isolated by elution with hexane/acetone (95:5). The phenolic fraction, which contains 2-methyl-2'4,4',6-tetrachlorobiphenylol (III) and other isomers, is dissolved in dimethyl sulfoxide, anhydrous sodium carbonate is added, and the mixture is then heated with stirring at 160 C for 2 hours. The cyclization product, 1,3,8-trichloro-6-methyldibenzofuran (MCDF) is isolated by column chromatography and further purified by crystallization from methanol or methanol/anisole.
【1】 Safe, S.H.; MCDF. Drugs Fut 1992, 17, 7, 564. |