SU1313856A1 - Method for producing derivatives of cis- or trans-diaminodibenzoyl-dibenzo-18-crown-6 - Google Patents

Abstract

The invention relates to substituted crown ethers, in particular, CIS or trans-diaminodibenzoyl-benzo-18-krazpn-6, which can be substituted in the benzoyl group by halogen or lower alkyl, intermediate products for the synthesis of biologically active substances. Objective - J to develop a new method for obtaining valuable crown ethers. The latter are synthesized from the corresponding substituted benzoyl chloride with cis- or trans-diaminodibenzo-18-crown-6 in an organic solvent medium in the presence of ZnCl-jr. with IIO-UO C, better than 120-130 C. The method provides a high yield (up to 70%) of valuable crown ethers from available starting materials. I zp f-ly, 1 tab. about $

Description

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This invention relates to a novel process for the preparation of cis or trans diaminodibenzoyl dibenzo-18-crown-6 derivatives, which can be used as intermediates for the preparation of biologically active substances.

The purpose of the invention is to develop a new method.

The method is illustrated by the following example.

PRI m. A mixture of 3.9 g of trans-α-diaminodibenzo-18-crown-6 and 7 ml of benzoyl chloride in absolute decane is heated with stirring before and b g of anhydrous zinc chloride is added. The reaction mixture was stirred at 125 ° C for one hour. Then, an excess of water is carefully added, the aqueous solution is drained, the precipitate is heated with 72%. within half an hour at the boiling point of the solution. The reaction mixture is poured onto ice, the alkaline medium is established with aqueous ammonia, the precipitated precipitate is filtered off and dried in air. The product is recrystallized from methanol and benzene. Yield 68%, 4 g.

Details of the modes of implementation of the method are shown in the table.

The process is carried out in an environment of an inert organic solvent of decane (examples 1-12 of table O and nitrobenzene (examples 15-17, tables) with PO-140 C,

The optimum process temperature is 120-130 ° C. With a deviation of 10 ° C from this interval, the yield of the target products sharply decreases.

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Thus, the proposed method allows to obtain cis- and trans-diaminodibenzoyl-diben-18-crown-6 derivatives with high yields,

Claims (2)

5 claims 1, Method for preparing cis- or trans-diaminodibenzoscadibenzo-18-Kraui-6 derivatives of formula I or II 10 H, -N R  (  -o b where R is a hydrogen or halogen atom or a lower alkyl, is different ay-shu and that cis or trans-diaminodibenzo-18-crown-6 is reacted with a benzoyl chloride derivative of the formula III SOS1 where R has the indicated meanings, in an inert organic solvent medium in the presence of zinc chloride at a PO-HO C temperature, 2. Pop-up method, 1, characterized in that the process is carried out at a temperature of 120-130 ° C.