SU625603A3 - Method of producing indolinol derivatives or their additive salts - Google Patents

Description

And it is cruel that some substituted indoles o6inaflajoT of various physiological akvonnost, for example octahydro indole containing in the 3 a-position of the fennly} th group, have psychotropic activity are anti-inflammatory activity of t2 However, the preparation of new derivatives of indopinol and the determination of their physiological activity is an urgent task; This is achieved by synthesis based on the Western method of M-alkylation, i.e. by the interaction of the corresponding nitrogen-containing compound with an N-alkylating agent in dimethylforma and in the presence of a base. According to the proposed method, N -alkylation is carried out on the basis of the corresponding indolnols of the general formula </ BR> where R has the indicated values, and alkylphenyl halides of the general formula </ BR> where F43 has the indicated values: Y is halogen. with carrying out the process at KHiTH ieiuui in a polar solvent, dimethylformamide, in the presence of a base. The desired compounds can exist as base or as additive salts. The free bases can be converted, in a known manner, to the addition salts of various acids, for example bis-to phthalin-1,5-disulfate (base) - to hydromalonate, and vice versa. Primer p. (ZAAZ, 4 SR, 7aRS) Hex (agidro-1-phenylethyl-4-phenyl-indolinol. 14.8 g (SaRS, 4SR, 7a RS) -hexahydro-4-phenyl-4-indolinol, 18.9 g of phenylethyl bromide and 18 g of potassium carbonate is heated in 17O ml of dimethylformamide for 15 hours under reflux.After cooling, the mass is concentrated and extracted by shaking with water / ethyl acetate. The organic phase is dried over sodium sulphate, filtered and concentrated (t.hydromalonate 133) -135 ° C from ethanol / ethyl acetate mixture.) Likewise, starting from the corresponding indolinols, the compounds obtained are obtained e in the table.

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6256ОЗ Continued table.

Claims (3)

Note: BND -. §Ee- (with primary) -nvftal1g 1,5 disulfonate; the left-handed optical isomer was obtained by starting from optically active starting materials. The invention of the method of producing indopinop derivatives of the general formula: where RI is hydrogen, alkylC — C. , alkoxyl Cj-C, fluorine, chlorine or hydroxy; Rk - means alkyl With | -Cj, alkeneol C, -C y or alkynyl C "-Cj, unsaturated1 for which there is no link in the OL -n position to the nitrogen atom with which cBstane is alkenyl or alilyl group monosubstituted by incloalkyl Cj-C alkyl C , -Ci, oxnapkip, oxygroup of which is separated by at least two carbon atoms from the nitrogen atom to which the oxyalkyl group is bound - (СНг) р-СО- H where p means an integer 1-3; And - alkyl With, -C, group. - Kz - ASH2) p-X - raeRi k means hydrogen, alky., Alkoxy or gapogesch X - either it is a simple link, the vinylene effect is a carbonyl group and n is an aeloy number 1-4, because X is a group of p a-O-, -5) $ O-or-SOg-, and n means the eluous number 2-5, or their additive soy, characterized in that the compound of the general formula where B. has the same value, is subjected to 4 -alkylnonium corresponding to the halogen-mixed Compound U where R has the indicated meanings, Y is halogen, followed by further separation of the target product as a base or additive Noah salt. Sources of information taken into account in the examination: 1. US patent number ZO28394, class, 26O-326.16, 197O. 2. US patent No. 3639422, cl. 260-326. 13, 1974. "; 3. GDR patent N9 114604, cl. 12 p 2, 1 &amp; T5.