SU518124A3 - The method of obtaining 1-phenoxy-2-hydroxy-aminopropane or its salts - Google Patents

Description

The process described in accordance with the invention is that the compound of formula II

aik, -S-alko-0

O-SNO-B

where B is a group of formula

HE

I -SI-C -1, -NHj

or a group of the formula

-sn-ha

oh nh

h /. where alk, alk2 and X are as defined above, is reacted with a compound of the formula RL, where R is as defined above, and L is a reactive ester esterified into an ester hydroxyl group.30 The ester esterified ester esterified hydroxyl group is is a hydroxyl group which is esterified with a strong organic or inorganic acid, for example, hydrochloric bromide-sodium, sulfuric, or a strong aromatic sulfonic acid. The process is preferably carried out in the presence of a condensing agent of a basic nature or an excess of amine. Preferred 40 condensing agents are alkali metal alkoxides, in particular sodium or potassium alkoxides, or alkali metal carbonates, such as sodium or potassium carbonate .45 Target products are isolated by known methods as a base or salt, as a racemate or optically -active antipode. You can get basic, neutral or mixed salts, hemi-, mono-, sesqui- or polyhydrates. Racemic mixtures can be separated by known methods into both stereoisomeric pure racemates, for example, by chromatography and / or fractional crystallization. 55 Example. A solution of 5.1 g of 1-amino-2-hydroxy-3 4- (2-methylthioethoxy) phenoxy-propane and 5.2 g of isopropylamine in 100 ml of ethanol is heated after adding 10 g of potassium carbonate to 10 ° C for 10 hours. in kachalochny av-60 to a clave. The reaction mixture is then evaporated in vacuo and the residue is distributed between 100 ml of water and 200 ml of ethyl acetate. The oil, which is left after drying and evaporation of the organic phase, is distilled in a tube with shafts.

flat expansion in high vacuum. The fraction transferring at 150-160 ° С / 0.04 Torr is neutralized with 2N. hydrochloric acid, evaporated and crystallized from butanol, and get 1 - 4- (2-methyltanoethoxy) -phenoxy -2oxy-3-isopropylaminopropane in the form of hydrochloride with so pl. 102-103 ° C.

Claims (4)

1. Method for preparing 1-phenoxy-2-hydroxy-3-aminopropane of general formula I alk-S-alka-O- / V O -C% -A where A is a group of formula 20 OH —CH — ClIg — NH — R gjj or, —CH — CHY about N — R — lower alkyl, Ci- € 4; alk2 - ethylene-1,2 or propylene-1,3; R is lower alkyl; Ci € 4; X is a divalent residue of the aldehyde or ketone, or carbonyl, or its salts, characterized in that the compound of formula II is alki-S-alkji-O- / where B is a group of the formula OH —SI-SI, -MH or a group of the formula —sn -sng II of NH alki, alk2 and X have the indicated meanings, are reacted with a compound of the formula RL, where R has the above meaning and L means a hydroxyl group that is esterified to ester reactive, followed by isolation of the desired product as a free compound or salt, in the form of a racemate or an optically active antipode. five 2. A method according to claim 1, characterized in that the hydroxyl group that is esterified into ester reactive is a hydroxyl group that is esterified into ester with a hydrochloric sulfuric acid or sulfonic acid. 3. The method according to claim 1, characterized in that 6 the process is carried out in the presence of a basic condensation means and / or with an excess of amine. 4. A method according to claim 3, characterized in that alkoxides or alkali metal carbonates are used as the main condensation agent.