HALOGENATION OF AROMATIC ACETYLENE AMINO ALCOHOLS AND THE STUDY OF THEIR PROPERTIES

Abstract

The article presents the results of the study of acetylenic amino alcohols synthesized by aminomethylation of 1-hexyn-3-ol, with secondary amines by the Mannich reaction, in the presence of a copper salt catalyst. The influence of various factors (temperature, pressure and time, as well as the nature of organic solvents) on the synthesis process has been studied. Hydrochlorides were obtained by hydrohalogenation. Dihalogenated hydroxyamines have been synthesized by halogenation. As a result of the experiments, dichloro- and dibromine-containing products were obtained that were not previously described in the literature. All of them are highly soluble in low molecular weight alcohols and chloroform. The structure of the synthesized substances was established by IR, MPR 'H and 13C NMR spectroscopy. The frequency was determined by GLC on an LKhM-72-MD chromatograph with a flame ionization detector. The reaction products were separated by column chromatography on silica gel eluting with hexane. The physicochemical, growth-regulating and herbicidal properties of the synthesized amino compounds and dihalogen-containing hydroxyamines have been determined. The results of studying the herbicidal properties of the synthesized preparations against widespread weeds, such as amaranth and barnyard grass in crops of such cultivated plants as beans and chickpeas, showed high efficiency. The results obtained in the test for growth-regulating activity showed that at relatively high concentrations (0.2% aqueous solution) they have an inhibitory effect, and at relatively low concentrations they exhibit stimulating properties. A study on the growth of the regulatory and herbicidal activity of the synthesized amino compounds was carried out at the Institute of Genetics and Experimental Plant Biology of the Academy of Sciences of the Republic of Uzbekistan.