PL419692A1 - New adamantane ionic liquids with 1-(cis-3-chloroallyl)-3,5,7-triaza-1-aza-adamantane cation, method for obtaining them and applications as bactericides - Google Patents
New adamantane ionic liquids with 1-(cis-3-chloroallyl)-3,5,7-triaza-1-aza-adamantane cation, method for obtaining them and applications as bactericidesInfo
- Publication number
- PL419692A1 PL419692A1 PL419692A PL41969216A PL419692A1 PL 419692 A1 PL419692 A1 PL 419692A1 PL 419692 A PL419692 A PL 419692A PL 41969216 A PL41969216 A PL 41969216A PL 419692 A1 PL419692 A1 PL 419692A1
- Authority
- PL
- Poland
- Prior art keywords
- chloroallyl
- triaza
- cis
- adamantane
- cation
- Prior art date
Links
- 239000002608 ionic liquid Substances 0.000 title abstract 3
- 230000000844 anti-bacterial effect Effects 0.000 title abstract 2
- 239000003899 bactericide agent Substances 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- ORILYTVJVMAKLC-UHFFFAOYSA-N adamantane Chemical compound C1C(C2)CC3CC1CC2C3 ORILYTVJVMAKLC-UHFFFAOYSA-N 0.000 title 2
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 abstract 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 abstract 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 abstract 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-M benzoate Chemical compound [O-]C(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-M 0.000 abstract 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 abstract 2
- 229960001860 salicylate Drugs 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- 229940075554 sorbate Drugs 0.000 abstract 2
- WSWCOQWTEOXDQX-MQQKCMAXSA-M (E,E)-sorbate Chemical compound C\C=C\C=C\C([O-])=O WSWCOQWTEOXDQX-MQQKCMAXSA-M 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid group Chemical group C(C1=CC=CC=C1)(=O)O WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 1
- 239000012153 distilled water Substances 0.000 abstract 1
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 abstract 1
- 239000000706 filtrate Substances 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 239000012467 final product Substances 0.000 abstract 1
- 229910017053 inorganic salt Inorganic materials 0.000 abstract 1
- 229940001447 lactate Drugs 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- -1 sorbate anion Chemical class 0.000 abstract 1
- 229940075582 sorbic acid Drugs 0.000 abstract 1
- 235000010199 sorbic acid Nutrition 0.000 abstract 1
- 239000004334 sorbic acid Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Przedmiotem zgłoszenia są nowe adamantowe ciecze jonowe z kationem 1-(cis-3-chloroallilo)-3,5,7-triaza-1-azaadamantanowym o wzorze ogólnym 1, gdzie A oznacza anion mrówczanowy, lub benzoesanowy, lub salicylanowy, lub sorbinianowy, lub mleczanowy, lub propionianowy. Zgłoszenie obejmuje też sposób ich otrzymywania, który polega na tym, że chlorek 1-(cis-3-chloroallilo)-3,5,7-triaza-1-azaadamantanowy o wzorze ogólnym 2, miesza się z solą sodową lub potasową kwasu sorbowego, lub benzoesowego, lub mrówkowego, lub mlekowego, w stosunku molowym 1:1, w temperaturze od 20 do 40°C, korzystnie 30°C, w rozpuszczalniku organicznym takim jak: metanol lub woda destylowana, następnie odparowuje się rozpuszczalnik, a powstały produkt rozpuszcza się w acetonie lub acetonitrylu, po czym wytrąconą sól nieorganiczną oddziela się poprzez sączenie pod obniżonym ciśnieniem, dalej z przesączu odparowuje rozpuszczalnik, a produkt końcowy suszy w temperaturze od 40 do 70°C, korzystnie 70°C. Przedmiotem zgłoszenia jest też zastosowanie nowych adamantowych cieczy jonowych z kationem 1-(cis-3-chloroallilo)-3,5,7-triaza-1-azaadamantanowym o wzorze ogólnym 1, gdzie A oznacza anion mrówczanowy, lub benzoesanowy, lub salicylanowy, lub sorbinianowy, lub mleczanowy, lub propionianowy jako bakteriocydy.The subject of the application are new adamant ionic liquids with a 1- (cis-3-chloroallyl) -3,5,7-triaza-1-azaadamantane cation of general formula 1, where A is a formate or benzoate anion, or salicylate or sorbate anion, or lactate or propionate. The application also includes a method for their preparation, which consists in the fact that 1- (cis-3-chloroallyl) -3,5,7-triaza-1-azaadamantane chloride of the general formula 2 is mixed with the sodium or potassium salt of sorbic acid, or benzoic, or formic, or lactic, in a 1: 1 molar ratio, at a temperature of 20 to 40 ° C, preferably 30 ° C, in an organic solvent such as methanol or distilled water, then the solvent is evaporated and the resulting product is dissolved in acetone or acetonitrile, after which the precipitated inorganic salt is separated by filtration under reduced pressure, the solvent is further evaporated from the filtrate and the final product is dried at a temperature of 40 to 70 ° C, preferably 70 ° C. The subject of the application is also the use of new adamant ionic liquids with a 1- (cis-3-chloroallyl) -3,5,7-triaza-1-azaadamantane cation of general formula 1, where A is a formate, or benzoate anion, or salicylate, or sorbate, or lactate, or propionate as bactericides.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL419692A PL239612B1 (en) | 2016-12-05 | 2016-12-05 | New adamantane ionic liquids with 1-(cis-3-chloroallyl)-3,5,7-triaza-1-aza-adamantane cation, method for obtaining them and applications as bactericides |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL419692A PL239612B1 (en) | 2016-12-05 | 2016-12-05 | New adamantane ionic liquids with 1-(cis-3-chloroallyl)-3,5,7-triaza-1-aza-adamantane cation, method for obtaining them and applications as bactericides |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL419692A1 true PL419692A1 (en) | 2018-06-18 |
| PL239612B1 PL239612B1 (en) | 2021-12-20 |
Family
ID=62553979
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL419692A PL239612B1 (en) | 2016-12-05 | 2016-12-05 | New adamantane ionic liquids with 1-(cis-3-chloroallyl)-3,5,7-triaza-1-aza-adamantane cation, method for obtaining them and applications as bactericides |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL239612B1 (en) |
-
2016
- 2016-12-05 PL PL419692A patent/PL239612B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL239612B1 (en) | 2021-12-20 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| MX2019003171A (en) | Acid addition salt of benzimidazole derivative. | |
| EP3733717A3 (en) | An improved process for the preparation of sugammadex | |
| EA202090368A1 (en) | LYSOPHOSPHATID ACID RECEPTOR COMPOUNDS 1 (LPAR1) | |
| MX2023002589A (en) | Fumagillol derivatives and polymorphs thereof. | |
| CY1124838T1 (en) | KEPHALOSPORINE-PRODUCING SALT, CRYSTALLINE, SOLID FORM THEREOF AND METHOD OF PRODUCTION THEREOF | |
| PL429723A1 (en) | Ionic liquids with ammonium cation and indole-3-butyrate anion, method of their preparation and application as a cut flower preservative | |
| PL415210A1 (en) | Method for obtaining ammonium ionic liquids with cation derivative of betaine and nonenoate anion and their application as herbicides | |
| CA2901220C (en) | Substituted chroman-6-yloxy-cycloalkanes and their use as pharmaceuticals | |
| PL412058A1 (en) | Disinfecting and washing agent, containing ionic liquids with benzethonium cation, method for obtaining it and application as a bactericidal medium | |
| PL422180A1 (en) | New ionic liquids with 1,1,4,7,7-pentamethyl-1,4,7-trialkyl-diethylene-triammonium cation and (4-chloro-2-methylphenoxy)acetate anion, method for obtaining them and applications as herbicides | |
| PL413161A1 (en) | Application of ionic liquids with benzethonium cation as anti-electrostatic agent | |
| PL423124A1 (en) | Ionic liquids of L-carnitine, method for obtaining them and their application as antioxidants | |
| PL417965A1 (en) | New tertiary organic salts with trimethylsulfoxonium cation, method for obtaining them and application as herbicides | |
| PL417193A1 (en) | New bis-ammonium ionic liquids with alkane-1,X-bis(decyldimethylammonium) cation and formate anion, method for obtaining them and applications as bactericides | |
| PL417533A1 (en) | Ionic liquids with (2-bromoethyl)trimethylammonium, (3-bromopropyl)trimethylammonium and (2-bromoethyl)diethylammonium cation and method for obtaining them | |
| PL415963A1 (en) | Benzethonium phenoxyacetates, method for obtaining them and their application as herbicides | |
| PL410374A1 (en) | New ammonium ionic liquids, alkoxymethyl[3-(methacryloylamino)propyl]dimetyl-ammonium 2,4-dichlorophenoxy)acetates, method for obtaining them and their application as herbicides | |
| PL421244A1 (en) | New ionic liquids that contain 3-octyl-1-(N-propyl-N-(2-(2,4,6-trichlorophenoxy)ethyl)carbamoyl)imidazolium cation and organic anion, method for obtaining them and their application as a disinfectant | |
| PL417453A1 (en) | New bis-ammonium ionic liquids with alkyl-1,X-bis(bis(2-hydroxyethyl)octadec-9-en ammonium) or bis(ethane)amino-2,2'-bis(bis(2-hydroxyethyl)octadec-9-en ammonium), or butene-1,4-bis(bis(2-hydroxyethyl)octadec-9-en ammonium) cation, method for obtaining them and applications as herbicides | |
| PL417286A1 (en) | New ionic liquids with alkane-1,X-bis(decyldimethylammonium) cation and acetate anion, method for obtaining them and applications as bactericides | |
| PL410372A1 (en) | New ammonium ionic liquids, alkoxymethyl[3-(methacryloylamino)propyl]dimetyl-ammonium 4-chloro-2-methylphenoxy)acetates, method for producing them and their application as herbicides | |
| PL410264A1 (en) | Alkoxymethyl di(2-hydroxyethyl)methylammonium ionic liquids with lactate anion and method for obtaining them | |
| PL419507A1 (en) | New sweet bis-ammonium salts with alkyl-1,X-bis(decyldimethylammonium) cation and saccharinate anions, method for obtaining them and application as food deterrents | |
| PL417806A1 (en) | Ionic liquids with bis-ammonium cation and mandelate anion - method for obtaining them and applications as bactericides | |
| PL416070A1 (en) | Proton ionic liquids with 1-(N-propyl-N-(2-(2,4,6-trichlorophenoxy)ethyl)carbamoyl)imidazolic cation and organic anion, method for obtaining them and their application as fungicides |