FIELD: chemistry.
SUBSTANCE: invention refers to versions of a method for production of 2-fluorine-3-methylbut-2-enyl amine (I) or its hydrochloride (II). These compounds area key structural fragments of some biologically active substances. For example, hydrochloride (II) may be used for production of agricultural chemicals. These compounds may be used also for production of medicines for treatment of ophthalmological diseases, anti-inflammatory or antiviral agents. This method consists in the fact that 2-fluorine-2-chlorine-1,1-dimethyl cyclopropane is heated in presence of catalytic quantities of the CuCl and LiCl mixture in acetonitrile medium at a temperature of 80-90°C with subsequent treatment of the obtained reaction mixture with potassium phthalimide in dimethyl formamide medium at a temperature of 100-120°C and formed intermediate N-(2-fluorine-3-methylbut-2-enyl)phthalimide is treated with hydrasine hydrate in methanol medium; or 2-fluorine-2-chlorine-1.1-dimethyl cyclopropane is subject to interaction with urotropine with boiling in methylene chloride medium, and formed intermediate N-(2-fluorine-3-methylbut-2-enyl) urotropinium chloride is treated with hydrochloric acid solution in ethyl alcohol. The target product is isolated in the form of base (I) or its hydrochloride (II). Initial 2-fluorie-2-chlorine-1,1-dimethyl cyclopropane may be produced of widely available isobutylene.
EFFECT: method allows to increase target product output (32-36% instead of 11%), reduce stage number and exclude expensive reagents.
2 cl, 3 ex
Title | Year | Author | Number |
---|---|---|---|
METHOD OF PRODUCING 3-(2-ALKYNYL)-1,3-OXAZOLIDINES | 2014 |
|
RU2565780C1 |
SELECTIVE INHIBITORS OF CYCLOXYGENASE AND METHOD FOR THEIR PRODUCTION | 2016 |
|
RU2631317C1 |
METHOD OF PRODUCING DICYCLOALKYL(BICYCLO[2.2.1]HEPT-2-YL)ALKYLBORONATES | 2019 |
|
RU2710586C1 |
METHOD OF PRODUCTION ω-(BIS(PYRIDINE-2-ILMETHYL)AMINO)ALIPHATIC ACIDS - PRECURSORS WITH HELATERAL CENTERS FOR BINDING METALS | 2016 |
|
RU2616974C1 |
NOVEL 2',5'-DIARYLSPIRO[INDOLE-3,3'-PYRROLIDINE]-2(1H)-ONES AND A METHOD FOR PRODUCTION THEREOF | 2019 |
|
RU2730287C1 |
PHOSPHONIUM SALTS ON BASIS OF PYRIDOXINE DERIVATIVES | 2011 |
|
RU2466728C1 |
METHOD OF PRODUCING 2-(1,2,3-THIADIAZOL-4-YL)BENZYLAMINE HYDROCHLORIDE | 2023 |
|
RU2825395C1 |
SYNTHESIS OF NOVEL CLASS OF FLUORINE-CONTAINING LIQUID-CRYSTALLINE COMPOUNDS WITH APPLICATION OF CHLADONE 114B2 AS INITIAL COMPOUND | 2012 |
|
RU2505529C1 |
FLUOROQUINOLONE COMPOUNDS BASED ON PYRIDOXINE DERIVATIVES, HAVING ANTIBACTERIAL PROPERTIES | 2019 |
|
RU2713932C1 |
ANTIBACTERIAL AGENTS ON BASIS OF CIPROFLOXACIN DERIVATIVES | 2016 |
|
RU2636751C1 |
Authors
Dates
2017-02-08—Published
2016-02-26—Filed