FIELD: chemistry.
SUBSTANCE: present invention relates to a method of producing 4,4,4-trichloro-1-(4-chlorophenyl)butane-1,3-dione of formula
,
having anti-Candidiasis activity. Method consists in fact that 4-chloro-1-(1,1-diethoxy)benzene in the presence of pyridine in anhydrous chloroform is cooled down to 0 °C, a solution of trichloroacetic acid chloride is added while stirring, reaction mixture is held at stirring for 10 hours, after time 2M sulfuric acid is added and stirring is carried out for 2 hours at temperature of 80 °C, the obtained mixture is separated on a separatory funnel, the organic layer is dried with sodium sulphate, after removal of solvent, the precipitated product is recrystallised, followed by extraction of the end product. Trichloroacetic acid chloride solution is pre-cooled to 0 °C before adding to reaction mixture; holding the reaction mixture while stirring for 10 hours is carried out at room temperature, without moisture access; before transfer into separating funnel mixture is cooled; separated organic layer is washed with distilled water until neutral medium reaction; filtrate obtained after drying the washed organic layer over anhydrous sodium sulphate is passed through a layer of silica gel; evaporated; formed precipitate of compound is recrystallised twice from ethanol.
EFFECT: disclosed method enables to obtain an end product which does not contain undesirable impurities, with output of 88 %.
5 cl, 2 tbl, 2 ex
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Authors
Dates
2019-05-30—Published
2018-02-06—Filed