CS195218B1 - N,n'-bis/alkyldimethyl/-1,i-ethandiammoniumdibromides and process for preparing thereof - Google Patents

Description

DESCRIPTION OF THE INVENTION

ON THE CERTIFICATE OF CERTIFICATE CZECHOSLOVAKCASOCIALISTREPUBLIC (19)

/ 22 / Registered 11 04 78/21 / / PV 2359-78 / 195218 (11) (Bl) (51) Int. Cl.1 * 3 * * 6C 07 C 87/30 (40) Published 28 04 7 9

ÚftAD PRO VYNÁLEZY (45) Published 15 05 82

AND DISCOVERY (75)

The inventor

LACKO IVAN ing., DEVÍNSKY FERDINAND ing.a KRASNEC ÍUDOVlT prof. RNDr., BRATISLAVA (54) N, N'-bis (alkyldimethyl) -1,2-ethanediammonium dibromides and their production 1

The present invention relates to organic ammonium salts derived from 1,2-ethanediamine of formula (CH 3) 2 N -CH 2 -CH 2 -N / CH 3/2 2Br® R 1 R 2 and in a process for their preparation, wherein R 1 and the C 1 -C 8 alkyl chain are from 6 to 16 and R 6 and R 6 may have the same or different meaning. Some organic ammonium salts having at least one long alkyl chain in their molecule show, as is known, lethal effects on some bacterial strains. For the compounds of the invention, no known effects on microorganisms have been found to date. This activity was significantly more pronounced than the activity of so far used disinfectants such as Ajatin and Septonex. Significant increases in efficacy have been shown to be resistant to Gram-negative strains of microorganisms. in

The compounds of the above formula are prepared according to the invention by reacting alkyl bromides with 6 to 16 carbon atoms with N, N-bis-dimethyl-1,2-ethanediamine in methyl cyanide at a temperature of boiling for 4 hours. EXAMPLE 1 38.6 g (0.2 mol) of 1-bromoctane are added to 11.6 g (0.1 mol) of N, N-bisdimetyl 1-1, 2-ethanediamine dissolved in 30 ml of anhydrous methyl cyanide. and the mixture is heated for 4 hours under reflux. After completion of the reaction, the solvent was distilled off under reduced pressure, and the solid product was recrystallized from a perfect melting point of dry acetone / methanol (10: 1). N, N-bis- (imethyloctyl) -1,2-ethanediammonium dibromide 160-162 ° C, yield 81%, Rp 0.72.

The working methodology is similar to that of Example 1. 1-bromo-undecane was used for na-alkylation instead of 1-bromoctane. T.l.c. N, N-bis (dimethyldecyl) -1,2-ethanediammonium dibromide is 162-163 ° C, yield 85% 9Rf = 0.59. Example 3

The working procedure is similar to Example 1, instead of 1-bromoctane, 1-bromopentadecane was used in the reaction. M.p. N, N-bis (dimethylpentadecyl) -1,2-ethanediammonium dibromide is 169-170 ° C, 85% yield,

Rp = 0.25. All compounds thus prepared are crystalline, hygroscopic, polar-soluble compounds, insoluble in non-polar solvents. The melting points were uncorrected, the thin layer chromatography was acetone-1N HCl (10: 1), detection with Dragendorf reagent - Munier modification. 195218

Claims (2)

195218 PRED Ε Ε Τ 1. N, N-bis / alkyldimethyl / -1,2-ethanediammonium dibromides of formula / CH3 / 2N®-CH2-CH2-®N / CH3 / 2 2Br® R1 r2 where and R2 denotes an alkyl chain with the number of INVENTION carbon atoms 6 to 16 and R 2 may be variable or different. 2. A process for the preparation of compounds according to claim 1, characterized in that an alkyl bromide having a carbon number of 6 to 16 is reacted with N, N-bisdimethyl-1,2-ethanediamine in the methyl cyanide at a temperature of about 6 hours. Scverography, n. P od civod 7. Moel