CS195220B1 - N,n'-bis/alkyldimethyl/-2-hydroxy-1,3-propandiammoniumdibromides and process for preparing thereof - Google Patents
N,n'-bis/alkyldimethyl/-2-hydroxy-1,3-propandiammoniumdibromides and process for preparing thereof Download PDFInfo
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- CS195220B1 CS195220B1 CS236278A CS236278A CS195220B1 CS 195220 B1 CS195220 B1 CS 195220B1 CS 236278 A CS236278 A CS 236278A CS 236278 A CS236278 A CS 236278A CS 195220 B1 CS195220 B1 CS 195220B1
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- Czechoslovakia
- Prior art keywords
- bis
- hydroxy
- alkyldimethyl
- propandiammoniumdibromides
- preparing
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- 238000004519 manufacturing process Methods 0.000 title description 2
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 238000010992 reflux Methods 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- MNDIARAMWBIKFW-UHFFFAOYSA-N 1-bromohexane Chemical compound CCCCCCBr MNDIARAMWBIKFW-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 244000005700 microbiome Species 0.000 description 2
- MYMSJFSOOQERIO-UHFFFAOYSA-N 1-bromodecane Chemical compound CCCCCCCCCCBr MYMSJFSOOQERIO-UHFFFAOYSA-N 0.000 description 1
- HNTGIJLWHDPAFN-UHFFFAOYSA-N 1-bromohexadecane Chemical compound CCCCCCCCCCCCCCCCBr HNTGIJLWHDPAFN-UHFFFAOYSA-N 0.000 description 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 1
- 101100289061 Drosophila melanogaster lili gene Proteins 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 230000001665 lethal effect Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
SOCIALISTICKÁ I POPIS VYNÁLEZUSOCIALISTIC AND DESCRIPTION OF THE INVENTION
<”> K AUTORSKÉMU OSVEDČENIU 195220 (II) (Bl)<”> CERTIFICATE 195220 (II) (Bl)
/22/ Přihlášené VI 04 78/21/ /PV 2362-78/ (51) lnt. Cl> C 07 C 87/30 (lili Zveřejněné 28 04 7 9VI / 22/21 / PV 2362-78 / (51) Int. Cl> C 07 C 87/30 (lili Published 28 04 7 9
ÚŘAD PRO VYNÁLEZY (45) Vydané 1 5 05 8 2OFFICE OFFICE (45) Released 1 5 05 8 2
A OBJEVY (75)AND DISCOVERY (75)
Autor vvnálezn LACKO IVAN ing., DEVÍNSKY FERDINAND ing. a KRASNEC lUDOVÍT prof. RNDr.,LACKO IVAN ing., DEVÍNSKY FERDINAND ing. And KRASNEC LUDOVÍT prof. RNDr.
BRATISLAVA (54) N,N'-bis(alkyldimetyl)-2-hydroxy-1,3-propándiamóniumdibromidya spósob ich výroby iBRATISLAVA (54) N, N'-bis (alkyldimethyl) -2-hydroxy-1,3-propanediammonium dibromide and its production process
Vynález sa týká N,N-bis/alkyldimety1/-2--hydroxy-1,3-propándiamóniumdibromidov vzor-ca /CH3/2N®-eH2-CH-CH2-®N/CH3/2 2Br® R, OH R2 a spósobu',ich výroby, kde R] a R2 značíalkylový reíazec s počtora atómov uhlíka6 až 16 a R, a R2 m6žu maí rovnaký aleborózný význam. Ako je známe, níektoré orga-nické amóniové soli,ktorých molekula obsahu-je najmenej jeden dlhý alkylový reíazec,vykazuju letálne účinky na mikroorganizmy. U zlúčenín, ktoré sú predmetom vynálezu,bolí v aktivitě na mikroorganizmy zistenédoteraz neznáme účinky, ktoré v porovnanís prostriedkami tohoto typu používanýmiv súčasností vykazovali vyšší účinok.The present invention relates to N, N-bis / alkyldimethyl 1/2-hydroxy-1,3-propanediammonium dibromides of the formula -cα / CH 3 / 2N®-eH 2 -CH-CH 2 -N / CH 3 / 2Br® R, OH R 2 and wherein R 1 and R 2 denote an alkyl chain having a carbon atom number of 6 to 16 and R 1 and R 2 may have the same butborate meaning. As is known, organic ammonium salts, the molecule of which contains at least one long alkyl chain, exhibit lethal effects on microorganisms. The compounds of the present invention have hitherto been found to have no known effects on the activity of microorganisms, which have been shown to have a higher effect compared to those of the present type.
Uvedené zlúčeniny sa pripravujú sp&sobompodlá vynálezu, ktorého podstatou je, že sanechá reagovat brómalkán s N,N-bisdimetyl-- 1,3-diamíno-2-propanolom v prostředí metyl-kyanidu pri teplote varu počas 4 hodin.Příklad 1 K 14,6 g /0,1 mol/N,N-bisdimety1-1,3-di-amino-2-propanolu rozpuštěného v 30 ml bez-vodého metylkyanidu sa přidá 33,0 g /0,2mol/ 1-brómhexánu. Zmes sa zahrieva 4 ho-diny pod spStným tbkom. Po ukončení reakcie 2 sa rozpúšíadlo za zničeného tlaku oddesti-luje a pevný produkt sa prekryštalizuje dokonštantnej teploty topenia zo suchého ace- ,tónu. T. t. N ,Ν-bis/hexyldimetyl/-2-hydro-.·xy-1,3-propándiamóniumdibromidu je 65 až 67 °C, výíažok 80 7,, R„ = 0,15. ť Příklad 2The compounds are prepared according to the invention, which is to react bromoalkane with N, N-bisdimethyl-1,3-diamino-2-propanol in methyl cyanide at reflux for 4 hours. 6 g (0.1 mol) of N, N-bisdimethyl-1,3-diamino-2-propanol dissolved in 30 ml of anhydrous cyanide are added 33.0 g (0.2 mol) of 1-bromohexane. The mixture was heated at room temperature for 4 hours. Upon completion of reaction 2, the solvent is distilled off under reduced pressure, and the solid product is recrystallized from a dry melting point. N, β-bis / hexyldimethyl / -2-hydroxy-1,3-propanediammonium dibromide is 65-67 ° C, yield 80%, R f = 0.15. Example 2
Pracovný postup je podobný ako v příkla-de 1, namiesto 1-brómhexánu sa na.alkyláciupoužil 1-brómdekán. T. t. Ν,Ν-bís/decyldi-metyl/-2-hydroxy-1,3-propándiamóniumd ib r4-.midu je 98 až 100 °C, výíažok 81 7,,The working procedure is similar to Example 1 instead of 1-bromohexane, 1-bromodecane was used. T.l.-bis-decyldiomethyl-2-hydroxy-1,3-propanediammonium and 4-amide are 98-100 [deg.] C., yield 81-7 '
Rp =0,43. P r j. 1 a d 3Rp = 0.43. P r j 1 and d 3
Pracovný postup je podobný ako v příklade1, namiesto 1-brómhexánu sa do reakcie pou-žil 1-brómhexadekán. T. t. N,N-bís/hexa-decyld imety1/-2-hydroxy-1,3-propándiamónium-dibromidu je 123 až 125 °C, výíažok 84 Z,The working procedure is similar to Example 1, with 1-bromohexadecane being used instead of 1-bromohexane. N, N-bis / hexadecyldimethyl-2-hydroxy-1,3-propanediammonium dibromide is 123-125 ° C, yield 84%,
Rf = 0,57. _ _ Všetky připravené zlúčeniny sú biele hy-groskopícké, krystalické látky, dobrérozpustné vo vodě a polárných rozpúšíadlách,nerozpustné v nepolárných rozpúšíadlách.Teploty topenia sú nekorigované,' sústava pretenkovrstevnú chromátografiu bola aceton- 1 N HC1 /1:1/, detekcia Dragendorfovymčinidlom - Munierova modiťikácia. 195220Rf = 0.57. All of the compounds prepared are white hygroscopic, crystalline, water-soluble and polar solvents, insoluble in non-polar solvents. Melting points are uncorrected, the supercoat chromatography system was acetone-1N HCl (1: 1), by Dragendorf reagent - Munier's Modification. 195220
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS236278A CS195220B1 (en) | 1978-04-11 | 1978-04-11 | N,n'-bis/alkyldimethyl/-2-hydroxy-1,3-propandiammoniumdibromides and process for preparing thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS236278A CS195220B1 (en) | 1978-04-11 | 1978-04-11 | N,n'-bis/alkyldimethyl/-2-hydroxy-1,3-propandiammoniumdibromides and process for preparing thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS195220B1 true CS195220B1 (en) | 1980-01-31 |
Family
ID=5360543
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS236278A CS195220B1 (en) | 1978-04-11 | 1978-04-11 | N,n'-bis/alkyldimethyl/-2-hydroxy-1,3-propandiammoniumdibromides and process for preparing thereof |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS195220B1 (en) |
-
1978
- 1978-04-11 CS CS236278A patent/CS195220B1/en unknown
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