SU242177A1 - METHOD FOR OBTAINING QUARTERLY AMMONIUM COMPOUNDS - Google Patents

Description

The compounds obtained by the proposed method can be used as bactericides.

A method for treating quaternary ammonium compounds of general formula is proposed:

where R H, C1, Br, alkyl; R H, C1, Br;

R, Syungs S., CH COOCTnij, S.N.COOSiuN CH2COOCi, H2i;

X - C1, Br,

that is, phenols are reacted with X- {p-chloroethyl) -hexamethylenimine hydrochloride in a dry inert solvent, for example benzene, in the presence of potassium carbonate, followed by treatment of the resulting product with an alkyl halide or monochloroacetic acid ester.

Example 1. To a mixture of 32.1 g (0.25 mol) of 4-chlorophenol and 83 g (0.5 mol) of anhydrous potassium carbonate in 200 ml of dry benzene, 100 g are gradually added during the transfer.

(0.4 mol) of M- (| 3-chloroethyl) -hexamethyleneimine hydrochloride. The resulting reaction mixture kst t t under stirring for 16 hours. The potassium chloride precipitate is then filtered, the benzene is distilled off, and the residue is fractionated in vacuo. Get light yellow liquid with m. Kip. 165-170 ° C (4 mm Hg. Art.). The output of 59.5 g (94%).

Found, o / o: N 5.36; C1 13.9. C | 4P ..

Calculated,%: N 5,536; CI 14.0. To 2.6 g (0.01 mol) of CT- (p-4-chlorophenoxyethyl) -hexamethylenimine in 10 ml of isopronyl alcohol was added 2.2 g (0.01 mol) of decyl bromide and the mixture was boiled for 16 hours . After removal of the solvent in vacuo, the precipitate is washed with dry ether and dried in vacuo. Yield 95%.

Paydeno,%: N 3,2; Br 20.0. C24n4iONBr.

Calculated, od .: N 3.5; Br 20.0. Example 2. To a mixture of 18.8 g (0.2 mol) of phenol and 83 g (0.5 mol) of anhydrous potassium carbonate in 200 ml of dry benzene with stirring, 45 g (0.22 mol) of hydrochloride K- (p - chloroethyl) hexamethylenes:; P1ia. The reaction is boiled for 15 hours. The potassium chloride precipitate is filtered off, the benzene is distilled off and the residue is fractionated under vacuum. As a result of fractionation, a fraction with m.p. 155-162 ° C (4 mm Hg. Art.). Yield 32 g (74%). MR D: calculated 66.9, found 66.6. Found,%: N 6.6. Calculated,%: N 6.4. 2.3 g (0.01 mol) of monochloroacetic acid decyl ester were added to 2.2 g (0.01 lu}} 1H- (| 3-phenoxyethyl) -hexamethylenimine) in 10 ml of isopropyl alcohol and the mixture was boiled for 15 After removal of isopropyl alcohol, the precipitate is washed with ether and dried under vacuum.Yield 96Vo Found, v / o: N 3,2; C1 8,1 .CsoHiiNOsCl. Calculated,%: N 3.1; C1 7.9. To a mixture of 29.6 (0.16 mol) of 2,4,6-trichlorophenol and 83 g of anhydrous potassium carbonate in 200 ml of dry benzene, 50 g (0.25 mol) of N- (p-chloroethyl) - hexamethlenenimine hydrochloride. Then the reaction the mixture is boiled for 15 hours. The potassium chloride precipitate is filtered off and the benzene is distilled off. The result is a dark red liquid that is not distilled under vacuum. Yield 40.6 g (84%). To 3.2 g (0, 01 mol) M- (p-2,4,6-trnhlorphenoxyethyl) -hexamethylenimine add 2.4 g (0.01 lyu) of monochloroacetic acid decyl ester in 10 ml of isopropyl alcohol. Reaction mixture for 15 h. The solvent is then distilled off in vacuo, the precipitate is washed with ether and dried in vacuo. Found, o / cg N 2.45; From 24.7. CaaHiiNOsCls. Calculated,%: N 2,6; C1 25.0. The subject of the invention. A method for producing quaternary ammonium compounds of the general formula: OCH.CHoN where R is H, C1, Br, alkyl; R H, C1, Br; R CyHis, Syungy CiaHas, Cli.COOC.Hir ,, CHaCOOCioHoi, CH2COOCioH2i; X - C, Br, characterized in that the phenols are reacted with N- (p-chloroethyl) -hexamethylenimine hydrochloride in a dry inert solvent, such as benzene, in the presence of potassium carbonate, followed by treating the resulting product with a haloalkyl or monochloroacetic acid alkyl ester.