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International Journal of Trend in Scientific Research and Development (IJTSRD)
Special Issue on Modern Trends in Scientific Research and Development, Case of Asia
Available Online: www. ijtsrd. com e-ISSN: 2456 – 6470
Study of the Synthesis of Pyrrole and its Derivatives
Safarov Megli Djumayevich, Nazarov Asror Allanazarovich
Karshi Engineering and Economic Institute, Karshi, Uzbekistan
ABSTRACT materials are in many cases difficult to obtain. The service
It is of practical interest to develop effective synthetic life of the catalysts and components used is limited, and
methods for obtaining pyrrole and its homologues based on there are certain difficulties in separating the resulting
commercially available compounds. complex mixture.
KEYWORDS: medicine, pyrrole, method, ammonia, aromatic, In this regard, it is of practical interest to develop effective
chloride
synthetic methods for obtaining pyrrole and its homologues
based on commercially available compounds, in particular,
Not only poor knowledge, but also the significance, as well as acetylene and its homologues.
the most diverse possibilities of application in technology,
medicine, agriculture, etc. many pyrroles and their Substituted pyrroles are obtained in good yields from
derivatives are highly bioactive. Among this class of butadiene by reacting with ammonia, primary aliphatic,
compounds, promising drugs have been found as the aromatic, heterocyclic amines in the presence of catalysts,
dominant subunit providing the entire play of colors, both in
with heating [1], as well as the cyclization reaction of
the animal and plant world. diacetylene with primary amines [2-4].
Pyrrole rings are part of the molecules of many natural and A compound of this type is of interest, since it is known that
biologically active compounds. Pyrrole derivatives include a pyrrole and its derivatives are used in various areas of the
number of important plant alkaloids, such as nicotine national economy [5-7].
atropine and many others. Pyrrole rings are contained in the
molecules of the blood dye, hemoglobin, and the green
In this work, we studied the process of obtaining pyrrole
matter of plants - chlorophyll, vitamin B12, alkali pigment, a derivatives (Table1) by cyclization of diacytylene with
number of antibiotics, etc. ammonia in the presence of Cu2Cl2, for 1.5 hours, and as a
dioxane solvent.
The widespread use of pyrrole and its derivatives is delayed
due to the lack of cheap and convenient methods for their During the synthesis, the influence of various factors was
preparation. The various known methods for the synthesis of revealed: catalysts, solvents, reaction time and temperature
the pyrrole ring under normal conditions with a moderate on the yield of the target product.
yield of the target product are multistage, the starting
Table 1 Physicochemical parameters of pyrrole derivatives
Element analysis, N, %
Pyrrole derivatives Exit, % Temperature, ° С Rt Gross formulas
вычисл. найд.
1- derivative 59,7 0,61 C4H5N 20,89 20,58
2- derivative 68,3 71-72 0,76 C16H13N 6,39 6,11
3- derivative 66,2 89-90 0,69 C16H4Br2N 3,71 3,48
4- derivative 70,1 113-114 0,73 C16H4N3O4 13,59 13,28
It has been found that dioxane is the most convenient Information about the catalytic mechanism of the formation
solvent. The highest yields were obtained when using hemi- of pyrrole and its derivatives from diacetylene mixed with
chloride copper as a catalyst. The reaction time is 1-2 hours, primary aliphatic amines and ammonia was studied in the
at wide temperature ranges - 90-230-2 С. works. Only a few authors explain the role and amount of the
catalyst used in the cyclization of primary analysis with
Thus, as a result of the study, the optimal conditions for the substituted diacetylene [4-6]. It has been proven that copper
occurrence of the cyclization reaction have been found. catalysts form dative bonds with a triple bond and
contribute to the formation of P-complexes. Assuming that
The composition and structure of the synthesized the salt is in the form with diarylhexadiine [7-9], it can form
compounds were confirmed by the data of elemental a complex compound.
analysis and IR spectroscopy. The IR spectra show
absorption bands in the range of 1320-1300 cm-1, 1650- We have identified it individually. The study of the EPR
1630 cm-1 and 3440-3410 cm-1. spectrum of the starting compounds, the complex of final
products and their comparison with the EPR spectra of
At present, further work is being carried out to identify new typical copper derivatives of tolcylacetylene and copper
properties of the obtained compounds. phenylacetylenide showed that the molecules of the copper
complex 1- (π-methylphilin) 4 (π-chlorophyll) butadiene -
ID: IJTSRD37971 | Special Issue on Modern Trends in Scientific Research and Development, Case of Asia Page 127