PL403782A1 - Alkylcyclohexyldimethylammonium 4-chloro-2-methylphenoxyacetates and a method for their preparation - Google Patents
Alkylcyclohexyldimethylammonium 4-chloro-2-methylphenoxyacetates and a method for their preparationInfo
- Publication number
- PL403782A1 PL403782A1 PL403782A PL40378213A PL403782A1 PL 403782 A1 PL403782 A1 PL 403782A1 PL 403782 A PL403782 A PL 403782A PL 40378213 A PL40378213 A PL 40378213A PL 403782 A1 PL403782 A1 PL 403782A1
- Authority
- PL
- Poland
- Prior art keywords
- chloro
- methylphenoxyacetates
- alkylcyclohexyldimethylammonium
- general formula
- salt
- Prior art date
Links
- WHKUVVPPKQRRBV-UHFFFAOYSA-N Trasan Chemical class CC1=CC(Cl)=CC=C1OCC(O)=O WHKUVVPPKQRRBV-UHFFFAOYSA-N 0.000 title abstract 5
- 238000000034 method Methods 0.000 title abstract 3
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- 239000003960 organic solvent Substances 0.000 abstract 2
- 239000004476 plant protection product Substances 0.000 abstract 2
- 239000002244 precipitate Substances 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- YVXAXEOSAXSBQY-UHFFFAOYSA-N 2-chloro-2-(2-methylphenoxy)acetic acid Chemical class CC1=CC=CC=C1OC(Cl)C(O)=O YVXAXEOSAXSBQY-UHFFFAOYSA-N 0.000 abstract 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical group N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group 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
- 229910003202 NH4 Chemical group 0.000 abstract 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical group [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 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
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 abstract 1
- 239000011591 potassium Chemical group 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- 239000004332 silver Chemical group 0.000 abstract 1
- 229910052709 silver Inorganic materials 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Przedmiotem wynalazku są 4-chloro-2-metylofenoksyoctany alkilocykloheksylodimetyloamoniowe mające zastosowanie jako środki ochrony roślin oraz sposób ich otrzymywania. Ujawniono chloro-2-metylofenoksyoctany alkilocykloheksylodimetyloamoniowe o wzorze ogólnym 1, w którym R oznacza prosto łańcuchowy podstawnik alkilowy zawierający od 1 do 20 atomów węgla lub podstawnik benzylowy, znajdujące zastosowanie jako środki ochrony roślin. Ponadto wynalazek obejmuje sposób otrzymywania 4-chloro-2-metylofenoksyoctanów alkilocykloheksylodimetyloamoniowych, który polega na tym, że czwartorzędowe sole alkilocykloheksylodimetyloamoniowe o wzorze ogólnym 2, w którym R ma wyżej wymienione znaczenie, a X oznacza anion chlorkowy, bromkowy, jodkowy lub wodorotlenowy poddaje się reakcji z kwasem 4-chloro-2-metylofenoksyoctowym lub jego solą o wzorze ogólnym 3, w którym M oznacza sód, potas, srebro lub grupę NH4, w stosunku molowym soli alkilocykloheksylodimetyloamoniowej do kwasu 4-chloro-2-metylofenoksyoctowego lub jego soli równym l:(l-3). Reakcje prowadzi się w rozpuszczalniku organicznym w temperaturze od 258-353K, w czasie nie krótszym niż l minuta, korzystnie 12 godzin, po czym usuwa się powstały osad, a rozpuszczalnik odparowuje pod obniżonym ciśnieniem. Następnie pozostałość rozpuszcza się w bezwodnym rozpuszczalniku organicznym, po czym usuwa się powstały osad, odparowuje rozpuszczalnik i pozostałość suszy pod obniżonym ciśnieniem w temperaturze 273 do 343K w czasie co najmniej 15 minut.The subject of the invention are 4-chloro-2-methylphenoxyacetates alkylcyclohexyldimethylammonium, which are used as plant protection products and the method of their preparation. Alkylcyclohexyldimethylammonium chloro-2-methylphenoxyacetates of general formula 1 are disclosed, wherein R is a straight chain alkyl substituent containing from 1 to 20 carbon atoms or a benzyl substituent that is used as plant protection products. In addition, the invention includes a method for preparing 4-chloro-2-methylphenoxyacetates of alkylcyclohexyl dimethylammonium, which consists in the fact that the quaternary alkylcyclohexyl dimethylammonium salts of general formula 2, wherein R has the above-mentioned meaning and X is the chloride, bromide, iodide or hydroxide anion. with 4-chloro-2-methylphenoxyacetic acid or its salt of the general formula 3 in which M is sodium, potassium, silver or NH4, in a molar ratio of alkylcyclohexyldimethylammonium salt to 4-chloro-2-methylphenoxyacetic acid or its salt equal to 1: (I-3). The reactions are carried out in an organic solvent at a temperature of 258-353K, for not less than 1 minute, preferably 12 hours, after which the precipitate formed is removed and the solvent is evaporated under reduced pressure. The residue is then dissolved in anhydrous organic solvent, then the precipitate formed is removed, the solvent is evaporated and the residue is dried under reduced pressure at 273 to 343K for at least 15 minutes.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL403782A PL223076B1 (en) | 2013-05-06 | 2013-05-06 | Alkylcyclohexyldimethylammonium 4-chloro-2-methylphenoxyacetates and a method for their preparation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL403782A PL223076B1 (en) | 2013-05-06 | 2013-05-06 | Alkylcyclohexyldimethylammonium 4-chloro-2-methylphenoxyacetates and a method for their preparation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL403782A1 true PL403782A1 (en) | 2014-11-10 |
| PL223076B1 PL223076B1 (en) | 2016-10-31 |
Family
ID=51866436
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL403782A PL223076B1 (en) | 2013-05-06 | 2013-05-06 | Alkylcyclohexyldimethylammonium 4-chloro-2-methylphenoxyacetates and a method for their preparation |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL223076B1 (en) |
-
2013
- 2013-05-06 PL PL403782A patent/PL223076B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL223076B1 (en) | 2016-10-31 |
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