PL419451A1 - Quaternary halides, containing a diphenoconasol cation, method for obtaining them and application as fungicides - Google Patents
Quaternary halides, containing a diphenoconasol cation, method for obtaining them and application as fungicidesInfo
- Publication number
- PL419451A1 PL419451A1 PL419451A PL41945116A PL419451A1 PL 419451 A1 PL419451 A1 PL 419451A1 PL 419451 A PL419451 A PL 419451A PL 41945116 A PL41945116 A PL 41945116A PL 419451 A1 PL419451 A1 PL 419451A1
- Authority
- PL
- Poland
- Prior art keywords
- group
- application
- diphenoconazole
- cation
- fungicides
- Prior art date
Links
- 150000001768 cations Chemical class 0.000 title abstract 3
- 239000000417 fungicide Substances 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 125000005843 halogen group Chemical group 0.000 title 1
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 abstract 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 3
- -1 1-bromobenzyl Chemical group 0.000 abstract 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 abstract 2
- 150000004820 halides Chemical group 0.000 abstract 2
- MYMSJFSOOQERIO-UHFFFAOYSA-N 1-bromodecane Chemical compound CCCCCCCCCCBr MYMSJFSOOQERIO-UHFFFAOYSA-N 0.000 abstract 1
- KOFZTCSTGIWCQG-UHFFFAOYSA-N 1-bromotetradecane Chemical compound CCCCCCCCCCCCCCBr KOFZTCSTGIWCQG-UHFFFAOYSA-N 0.000 abstract 1
- YAYNEUUHHLGGAH-UHFFFAOYSA-N 1-chlorododecane Chemical compound CCCCCCCCCCCCCl YAYNEUUHHLGGAH-UHFFFAOYSA-N 0.000 abstract 1
- KMWHQYDMBYABKL-UHFFFAOYSA-N 1-iodohexadecane Chemical compound CCCCCCCCCCCCCCCCI KMWHQYDMBYABKL-UHFFFAOYSA-N 0.000 abstract 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 abstract 1
- 150000001350 alkyl halides Chemical class 0.000 abstract 1
- 150000001450 anions Chemical group 0.000 abstract 1
- 150000001502 aryl halides Chemical class 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 abstract 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 238000005956 quaternization reaction Methods 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Przedmiotem zgłoszenia są czwartorzędowe halogenki zawierające kation difenokonazolu, o wzorze ogólnym 1, w którym R oznacza podstawnik benzylowy lub alkilowy prostołańcuchowy z grupy: decyl lub dodecyl, lub tetradecyl, lub heksadecyl, natomiast X oznacza anion z grupy: chlorek lub bromek, lub jodek. Zgłoszenie obejmuje też sposób ich otrzymywania, który polega na tym, że difenokonazol o wzorze ogólnym 2 poddaje się reakcji czwartorzędowania z halogenkiem arylowym z grupy: 1-bromobenzyl lub 1-chlorobenzyl oraz halogenkiem alkilowym z grupy: 1-bromodekan lub 1-chlorododekan, lub 1-bromotetradekan, lub 1-jodoheksadekan w stosunku molowym difenokonazolu do czynnika czwartorzędującego wynoszącym od 1 : 0,9 do 1 : 1,3, korzystnie 1 : 1,05, w rozpuszczalniku organicznym z grupy: acetonitryl lub metanol, lub izopropanol, w temperaturze od 50°C do 70°C, korzystnie 60°C, przez czas co najmniej 24 godziny, po czym odparowuje się rozpuszczalnik, następnie pozostałość przemywa się octanem etylu lub heksanem, lub toluenem, a produkt, suszy się w temperaturze 70°C pod obniżonym ciśnieniem. Zgłoszenie obejmuje również zastosowanie czwartorzędowych halogenków zawierających kation difenokonazolu, jako fungicydy.The subject of the application are quaternary halides containing a diphenoconazole cation, of general formula 1, wherein R is a benzyl or straight chain alkyl substituent from the group: decyl or dodecyl, or tetradecyl, or hexadecyl, while X is an anion from the group: chloride or bromide, or iodide. The application also includes a method for their preparation, which consists in the fact that diphenoconazole of general formula 2 is subjected to a quaternization reaction with an aryl halide from the group: 1-bromobenzyl or 1-chlorobenzyl and an alkyl halide from the group: 1-bromodecane or 1-chlorododecane, or 1-bromotetradecane, or 1-iodohexadecane in a molar ratio of diphenoconazole to a quaternizing agent of 1: 0.9 to 1: 1.3, preferably 1: 1.05, in an organic solvent from the group: acetonitrile or methanol, or isopropanol, in at a temperature of 50 ° C to 70 ° C, preferably 60 ° C, for a period of at least 24 hours, after which the solvent is evaporated, then the residue is washed with ethyl acetate or hexane or toluene, and the product is dried at 70 ° C under reduced pressure. The application also includes the use of quaternary halides containing a diphenoconazole cation as fungicides.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL419451A PL234967B1 (en) | 2016-11-14 | 2016-11-14 | Quaternary halides, containing a diphenoconasol cation, method for obtaining them and application as fungicides |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL419451A PL234967B1 (en) | 2016-11-14 | 2016-11-14 | Quaternary halides, containing a diphenoconasol cation, method for obtaining them and application as fungicides |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL419451A1 true PL419451A1 (en) | 2018-05-21 |
| PL234967B1 PL234967B1 (en) | 2020-05-18 |
Family
ID=62142568
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL419451A PL234967B1 (en) | 2016-11-14 | 2016-11-14 | Quaternary halides, containing a diphenoconasol cation, method for obtaining them and application as fungicides |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL234967B1 (en) |
-
2016
- 2016-11-14 PL PL419451A patent/PL234967B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL234967B1 (en) | 2020-05-18 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CY1123154T1 (en) | AGENT FOR ENHANCING THE EFFECT OF RECOVERY AFTER NERVE INJURY COMPRISING AN ALKYL ETHER DERIVATIVE OR A SALT THEREOF | |
| CY1125554T1 (en) | ANTIFUNGAL COMPOUNDS AND PROCESSES FOR THEIR PREPARATION | |
| PH12017500630A1 (en) | Fabric enhancer composition | |
| MX378714B (en) | A topical antimicrobial composition | |
| WO2016038628A3 (en) | A process for preparing olodaterol and intermediates thereof | |
| PL421243A1 (en) | New quaternary ammonium halides that contain 3-alkyl-1-(N-propyl-N-(2-(2,4,6-trichlorophenoxy)ethyl)carbamoyl)imidazolium cation, method for obtaining them and their application as a disinfectant | |
| PL416324A1 (en) | Method for obtaining methyl alkylbetainate halides | |
| PL400714A1 (en) | Propiconazole salts and processes for their preparation | |
| PL410423A1 (en) | Alkoxymethyl bis(2-hydroxyethyl)methylammonium 4-chloro-2-methylphenoxyacetates, method for obtaining them and application as plant pesticides | |
| MX2019006939A (en) | PARENTERAL LIQUID PREPARATION INCLUDING CARBAMATE COMPOUND. | |
| PL413162A1 (en) | New ammonium ionic liquids, containing dimethyldodecyl(carboxymethyl)ammonium cation, method for obtaining them and application as disinfectants | |
| PL399057A1 (en) | New herbicidal esterquats with the anion having herbicidal effect and a process for their preparation | |
| MY181576A (en) | Fluoroalkylating agent | |
| PL400713A1 (en) | Tebuconazole salts and processes for their preparation | |
| PL418889A1 (en) | 2-(2,4-dichlorophenoxy)propionates of methyl alkylbetainate, method for obtaining them and application as plant protectants | |
| 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 | |
| MX2017012945A (en) | Hair conditioning composition comprising two cationic surfactants and benefit material such as salicylic acid and 2-hexyl-1-decanol. | |
| PL420726A1 (en) | Ionic liquids with ascorbate anion, method for obtaining them and their application as feeding deterrents | |
| PL417452A1 (en) | Alkyldimethyl(carboxymethyl)ammonium 2-(2,4-dichlorophenoxy)propionates, method for obtaining them and application as a herbicides | |
| PL413493A1 (en) | Quaternary salts of diphenoconazol with inorganic anion, method for obtaining them and application as fungicides | |
| PL411286A1 (en) | New alkoxymethyl di(2-hydroxyethyl)ethylammonium ionic liquids with sweet anions and method for producing them and application as a medium for the protection of surface against accumulation of electrostatic charges | |
| PL418264A1 (en) | New ammonium ionic liquids with alkyl[2(2-hydroxyethoxy)ethyl]dimethylammonium cation and 2-(2,4-dichlorophenoxy)propionate anion and method for obtaining them and application as plant pesticides | |
| PL416320A1 (en) | New ionic liquids with alkyl [2(2-hydroxyethoxy)ethyl]dimethylammonium cation and formate anion and method for obtaining them | |
| PL417806A1 (en) | Ionic liquids with bis-ammonium cation and mandelate anion - method for obtaining them and applications as bactericides | |
| PL419509A1 (en) | Bis-ammonium salts with alkyl-1,X-bis(decyldimethylammonium) cation and acesulfamate anion, method for obtaining them and application as food deterrents |