SU1456427A1 - Method of producing 3-morpholine propylamine - Google Patents

Abstract

The invention relates to heterocyclic compounds, in particular to the preparation of 3-morpholine propylamine, which is used in the synthesis of physiologically active substances. Purpose - . improving working conditions and simplifying the process technology. The preparation is carried out by the reduction of 2-morpholin-propionitrile electrochemically in an aqueous acid medium on a nickel cathode in the presence of an additive of palladium chloride in the acidity of 0.5-0.7 g / M cathode surface at 10-20 s. The method eliminates the use of toxic reagents, organic solvents. 1 tab. and S (L

Description

I

The invention relates to an improved process for the preparation of 3-morpholin-propylamine, which finds use as an intermediate in the synthesis of physiologically active substances.

The aim of the invention is to improve working conditions and simplify the process technology.

This goal is achieved by electrochemical reduction of 2-morpholium propionitrile in an aqueous acidic medium on a nickel cathode in the presence of an additive of palladium chloride in the amount of 0.5-0.7 g / m of the cathode surface and at 10-20 ° С.

Example 1. About, 3g of 2-morpholine-propionitrile is dissolved in 28 ml of water, then to the resulting solution

. 2.2 ml of HCl was added (specific weight 1.176) and poured into the cathode space of the electrolyzer. HC1 concentration in catholyte 3%. The cathode and anode spaces are separated by a ceramic diaphragm. The anode space is filled with a 3% HC1 solution. The electrolysis is carried out on a nickel cathode with an area of 0.23 dm, at 10 ° C and a current density of 100 A / m, a pass of 0.23 A / h of electricity is a theoretical amount. The yield of the target product is 15% by substance and current.

Example 2. 0.3 g of 2-morpholine-propionitrile is dissolved in 28 ml of water, 0.001 g of PdCl is dissolved in 2.2 ml of HCl itoHu, (specific gravity 1.176) and both solutions are poured into the cathode

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cell space. HC1 concentration in catholyte 3%. The amount of PdCl is 0.5 g / m cathode surface. The cathode and anode spaces are separated by a ceramic diaphragm. A 3% solution of HC1 is poured into the anode space. Electrolysis is carried out at a nickel cathode at 10 ° C rf of a current density of 100 A / m, Oj23 A / h of electricity is passed through is a theoretical amount. 0.28 g of 3-morpho-linpropylamine is obtained. The substance and current output is 92%.

Example3, 3,6g 2-morpholine-propion; laryl is dissolved in 57.3 ml of water, 0.0015 g of PdClj is dissolved in 6.7 ml of HC1c ((specific weight 1.176) and both solutions are poured into the cathode

HC1 in catholyte 9%. The amount of PdClj is 0.7 g / m cathode surface. The cathode and anode spaces are separated by a ceramic diaphragm. A 9% solution of HC1 is poured into the anode space. Electrolysis is carried out on a nickel cathode at 20 ° C and a current density of 200 A / m, skipping

2.8 A / h of electricity - the theoretical amount. At the end of the electrolysis, the catholyte is made alkaline, the 3-morpholino propylamine is extracted with chloroform, and the chloroform is distilled off. Are gleamed

3.38 g of the intended product (bp 216-), which is 91.8% in substance and current.

The conditions for the electrolysis and the yields of the target product are

cell space. Concentration - 20 table.

Ortht

Concentration catholyte g

I 2 3 4 5 6 7 8 9

As can be seen from the table, when the amount of PdCl is reduced to less than O9001 g or the yield on the target product decreases by almost 19% (cat 2) 5, the introduction of electrolysis without the additive is ineffective (test 1). An increase in PdCl concentration of more than O50015 g or, calculated on the surface of the cathode O, –7 g / m does not give a significant increase in the product yield (experiment 5) 5, however, leads to an increase in

Temperature, C

Output,

raw material costs. An increase in temperature to 30 ° C (run 9) causes a decrease in yield by 25% due to the occurrence of side reactions. Lowering the temperature is less impractical because it will require additional instrumentation.

Thus, the proposed method for the preparation of 3-morpholine propylamine eliminates the toxicity of reagents, organic solvents, pyrophoric catalyst, and also allows

51456427

carry out the process at room temperature so as to improve the conditions

operation and atmospheric pressure. of labor and simplification of the process technology, the recovery is carried out by the electro-formula of the invention chemically in an aqueous acidic medium on

nickel cathode in the presence of an additive in the amount of 3-morpholinpropyl chloride palladium in the amount of

amine reduction 2-morpholinpro-.0,5-0,7 g / m of the cathode surface and

pionitrile, differing at 10-20 C.

Claims (1)

Claim A method of producing 3-morpholinepropylamine by reduction of 2-morpholinepropionitrile, characterized in that, in order to improve working conditions and simplify the process technology, the reduction is carried out electrochemically in an aqueous acidic medium on a nickel cathode in the presence of .0.5-0 palladium chloride , 7 g / m ^{2 the} surface of the cathode and at 10-20 ° C.