SU784760A3 - Method of preparing amine derivatives or their salts - Google Patents

Abstract

The process is used for preparing the novel amines of the formula (I) <IMAGE> R<1>, R<2> and R<3> are defined in Patent Claim 1. The reactions for preparing the said compounds always take place between primary amines and compounds having a reactive, esterified hydroxyl group or an epoxy group. The novel compounds effectively block beta receptors.

Description

(54) METHOD FOR OBTAINING AMINE / OR OR SALT DERIVATIVES The invention relates to a process for the preparation of novel amine derivatives of the general formula I O cHjCHOKCHtira - (CHi) n - o methyl, ethyl, propyl, cyacyanomethyl, hydroxymethyl and pyrrolyl; R and R are the same or different and represent hydrogen, cyano, hydroxyl, alkoxy C., - C4 / and also oxymethyl, provided that both radics R do not mean water; p 2 or 3. It is known to obtain substituted amines by reacting amines with reactive abilities that have been esterified with an oxy group with compounds JlJ, in particular, a method for producing amines of the general formula O CK, CHOHCHNHC — CH, de RJ, hydrogen or methyl; hydrogen, methyl, ethyl, propyl / allyl, methoxy, propargyloxy, cyano, morphOLINO, pyrrolidino or pyrrolyl, hydrogen, methyl, or ethyl, R is hydrogen or methyl, and R and R cannot simultaneously be hydrogen, by reacting a compound Formulas OsnSnon-Sn-ing R with a compound of the formula Xgng- / where Z is reactive, an ester hydroxyl group esterified into esters. The aim of the invention is to develop a method for producing new, previously unknown amine derivatives, which would have a high biological activity. The set goal is achieved by the described method of producing itJOpMyjibi I amines, which consists in the interaction of the compound of the formula II - oHzSHonngKng where K has the above value, the compound of the formula III i // ir 7- (cH,) , R- and p are as defined above and 7. means a reactive hydroxyl group esterified with an ester, preferably chlorine, &amp; or iodine. The process is preferably carried out in the presence of a basic condensation agent and / or in an excess of amine. Suitable condensation agents are alkali metal alkoxides, e.g., alkali metal, sodium or potassium, or alkali metal carbonates, for example, sodium or potassium carbonate. The process is carried out in an alkanol Cc-C at 100-130 ° C. The desired product is isolated in free form or as a salt. The novel compounds exert a stimulating effect on the / b-rheuppings of the G-receptors, causing expansion of the peripheral blood vessels. Example. The south of the simple o-methylphenylglycidyl ether in 100 ml of ethanol is saturated with ammonia gas and the mixture is heated in a car bath on a boiling water bath for 4 hours. The solvent is evaporated and the residue is dissolved in ethyl acetate, after which gaseous hydrogen chloride is introduced. The hydrochloride formed is filtered and dissolved in 50 ml of ethanol. Then 2- {4-methoxymethoxyphenoxy) ethyl chloride and 15 g of potassium carbonate are added. The mixture is heated for 10 hours. The solvent is evaporated. And the residue is treated with 100 ml of 2N. HCP at room temperature for 1 hour. The aqueous phase is made alkaline with ammonia and extracted with ethyl acetate. After drying the solvent phase over potassium carbonate, (4-hydroxy) -phenoxy-ethylamino-3- (o-methylphenoxy) -propanol-2 is obtained, which is converted to the hydrochloride salt, m.p. 150 (nSE). The structure was confirmed by NMR spectra. Analogously to Example 1, the compounds listed in the table are prepared. .g d) p-OnU

Extended). tabl,

where R has the above meaning,

subjected to interaction with the compound of the General formula

20

Z - ((iHz) n-0

25

where R, R / and p have the above

meaning and Z means reactive esterified into a complex

ether hydroxyl group,

with the subsequent selection of the target

product in free form or as

salt.

f Sources of information

taken into account in the examination

1. Patent of the USSR No. 496724, cl. From 07 to 93/06, 1973.

2. USSR author's certificate

40 according to application number 2415407 / 23-04, cl. From 07 to 93/06, 1975.

Claims (2)

Claim A method for producing amine derivatives of the general formula where R ¹ is methyl, ethyl, propyl, cyano, cyanomethyl, hydroxymethyl, CH-jOCH ^ CH ^ NHCOCH ^ O-, and feast. . Rolled R · and R * are the same or different and mean hydrogen, cyano, hydroxyl, alkoxyl C, -C ₄ , and also hydroxymethyl, provided that both radicals R ¹ and R ⁵ do not mean hydrogen, η = 2 or 3, or their salts, distinguishing ·; with the fact that the compounds of the general formula where R ⁴ has the above meaning are reacted with the compound of the general formula where R ² free or in salt form. 3 $ Sources of information taken into account during the examination 1. USSR patent No. 496724, cl. C 07 C 93/06, 1973. 2. Copyright certificate of the USSR on application No. 2415407 / 23-04, cl. C 07 C 93/06, 1975.