scholarly journals Synthesis of 5-aryl-3-hydroxy-1-(2-hydroxypropyl)-4-(furyl-2-carbonyl)- 3-pyrrolin-2-ones and 5-aryl-3-hydroxy-1-(3-hydroxypropyl)- 4-(furyl-2-carbonyl)-3-pyrrolin-2-ones

2020 ◽  
Vol 63 (9) ◽  
pp. 26-30
Author(s):  
Daria D. Rubtsova ◽  
◽  
Alexandra A. Bobyleva ◽  
Daria D. Lezhnina ◽  
Sofia V. Polikarpova ◽  
...  
Keyword(s):  
Biological Activity ◽  
1H Nmr ◽  
Nmr Spectra ◽  
Research Work ◽  
Chemical Properties ◽  
Methine Proton ◽  
1H Nmr Spectra ◽  
Biologically Active ◽  
Hydroxyl Group ◽  
Derivatives Of

In this work, pyrrolidin-2-ones and their derivatives are considered as a promising class of non-aromatic heterocyclic compounds. Their structure is found in the nuclei of many natural products and biologically active molecules. In pharmacy the possibility of introducing various substituents into the nucleus of pyrrolidin-2-ones is a great importance for the synthesis of new medicinal molecules with improved biological activity. Nowadays the synthesis of new active compounds by introducing various substituents at the C1-, C4- and C5-position of 3-hydroxy-3-pyrrolin-2-one has been little studied and it is of great interest to study the conditions of their synthesis, chemical properties and biological activity. In this research work the corresponding 5-aryl-3-hydroxy-1-(2-hydroxypropyl)-4-(furyl-2-carbonyl)-3-pyrrolin-2-ones and 5-aryl-3-hydroxy-1-(3-hydroxypropyl)-4-(furyl-2-carbonyl)-3-pyrrolin-2-ones were synthesized by the reaction of methyl ester of furyl-2-carbonylpyruvic acid with a mixture of aromatic aldehyde and 1-amino-2-hydroxypropane or 3-amino 1-hydroxypropane when heated in dioxane. The results of the study of the structure of the new synthesized compounds are presented. The structure was proved using 1H NMR spectroscopy and IR spectrometry. It was shown that the IR spectra of the compounds contain bands of the corresponding stretching vibrations of the alcoholic hydroxyl group, enol hydroxyl, amide and ketone groups. In the 1H NMR spectra of the compounds, along with the signals of aromatic protons in the C5 substituent and related groups, characteristic peaks are observed, indicating the formation of the corresponding derivatives of 3-hydroxy-3-pyrrolin-2-ones. It was noted that in the case of the synthesis of 5-aryl-3-hydroxy-1-(2-hydroxypropyl)-4-(furyl-2-carbonyl)-3-pyrrolin-2-ones, the signal of the methine proton at the C5 position of the heterocycle is cleaved in 1H NMR spectra compounds as a result of the appearance of a second chiral center in the 2-hydroxypropyl radical. Elemental analysis was performed for the synthesized compounds.

SYNTHESIS, CHARACTERISATION AND ANTIFUNGAL ACTIVITYOF SOME NEWLY SYNTHESISED POLYSUBSTITUTED PYRAZOLES

INDIAN DRUGS ◽  
2017 ◽  
Vol 54 (10) ◽  
pp. 23-29
Author(s):  
A. Kumar ◽  
◽  
C. P. Singh
Keyword(s):  
Acetic Acid ◽  
Biological Activity ◽  
Antifungal Activity ◽  
Formic Acid ◽  
1H Nmr ◽  
Nmr Spectra ◽  
Acid Hydrazide ◽  
1H Nmr Spectra ◽  
Aryl Aldehyde

A novel series of polysubstituted pyrazoles were synthesised by the cyclization of (α phenoxy/octyl) acetyl aryl hydrazones in presence of formic acid, by refluxing (α-phenoxy/octyl) acetic acid hydrazide and substituted aryl aldehyde, using C2H5OH as solvent. The newly synthesised compounds were characterised by IR, 1H NMR spectra and also screened for their promising biological activity i.e. antifungal activity.

1H NMR spectra of the 2-trifluoroacetyl derivatives of benzo[b]furan and benzo[b]thiophene

1984 ◽  
Vol 22 (3) ◽  
pp. 197-198 ◽  
Author(s):  
Rois Benassi ◽  
Ugo Folli ◽  
Dario Iarossi ◽  
Luisa Schenetti ◽  
Ferdinando Taddei
Keyword(s):  
1H Nmr ◽  
Nmr Spectra ◽  
1H Nmr Spectra ◽  
Derivatives Of

scholarly journals Derivatives of Hydrazine. IV. Second Order Approach to A6B 1H NMR Spectra.

1969 ◽  
Vol 23 ◽  
pp. 3376-3384 ◽  
Author(s):  
Uffe Anthoni ◽  
Charles Larsen ◽  
Per Halfdan Nielsen ◽  
Kjeld Schaumburg ◽  
Gunner Borch ◽  
...  
Keyword(s):  
1H Nmr ◽  
Nmr Spectra ◽  
Second Order ◽  
1H Nmr Spectra ◽  
Derivatives Of

scholarly journals BIOLOGICAL ACTIVE ACYLHYDRAZIDE I. THE O-ACYL-DERIVATIVES NATURE OF MONOACYLATION PRODUCTS OF CYCLIC MALEIC- AND PHTHALIC-HYDRAZIDE

1999 ◽  
Vol 7 (8) ◽  
pp. 25-40
Author(s):  
I Panea ◽  
Lucia Bodochi ◽  
Teodora Panea ◽  
Daniela Zinveliu ◽  
Violeta Pascalau
Keyword(s):  
1H Nmr ◽  
Nmr Spectra ◽  
1H Nmr Spectra ◽  
Melting Points ◽  
Derivatives Of ◽  
Acyl Derivatives

We confirmed, on the basis of chemical and physicochemical (melting points, IR- and 1H-NMR-spectra) data, that the products isolated by monoacylation of cyclic maleic- and phthalic-hydrazides have only the O-acyl derivatives nature although owing to tautomerism. These hydrazides may give rise to N- or/and O-acyl derivatives in such reactions. Simultaneously, we showed that the claims for the obtainment of N-acyl derivatives of cyclic maleic- and phthalic-hydrazides were not valid. Also by reacting the cyclic maleic-, respectively phthalic-hydrazide, with 4-chlorobenzoylchloride two new O-monoacylderivatives [3-( 4-chlorobenzoyloxy)-l-H-pyridazin-6-one and 1-(4-chlorobenzoyloxy)-3-H-phthalazin-l-one] were obtained

Isolation of (23R) 3α, 7α,23-trihydroxy-5β-cholan-24-oic (β-phocaecholic) acid from duck bile. 1H NMR spectra of its derivatives

1986 ◽  
Vol 51 (8) ◽  
pp. 1722-1730 ◽  
Author(s):  
Jiří Klinot ◽  
Milan Jirsa ◽  
Eva Klinotová ◽  
Karel Ubik ◽  
Jiří Protiva
Keyword(s):  
Bile Acid ◽  
Methyl Ester ◽  
1H Nmr ◽  
Marine Mammals ◽  
Nmr Spectra ◽  
Chemical Shifts ◽  
1H Nmr Spectra ◽  
Methyl Groups ◽  
H Nmr ◽  
Derivatives Of

(23R) 3α, 7α,23-Trihydroxy-5β-cholan-24-oic acid (IV) - a bile acid typical of some marine mammals - was now isolated from duck bile. Acid IV was characterized as derivatives V - VIII, XI and XII and oxidatively degraded to derivatives of 24-nor-5β-cholan-23-oic acid, XIII - XVIII. The 1H NMR spectra of these compounds and (23S) methyl ester X are discussed and the effect of substitution in position 23 on the chemical shifts of the methyl groups is summarized.

scholarly journals Synthesis, physic and chemical properties of 2-(4-R-5-(thiophene-2-ylmethyl)-4h-1,2,4-triazole-3-ylthio)acetate acids and their salts

2018 ◽  
pp. 48-54
Author(s):  
O. A. Suhak ◽  
О. I. Panasenko ◽  
Ye. G. Knysh
Keyword(s):  
Biological Activity ◽  
Nmr Spectroscopy ◽  
1H Nmr ◽  
1H Nmr Spectroscopy ◽  
Chemical Properties ◽  
Biological Action ◽  
Biologically Active ◽  
Physico Chemical ◽  
Methods Of Synthesis ◽  
Medicinal Drugs

Derivatives of 1,2,4-triazole are inherent in various types of biological activity. They can be used as pesticide and medicinal drugs (anticonvulsants, analgetics, antitumor and antibacterial). In this regard the search of new methods of synthesis and investigation of biological activity of 2-(4-R-5-(thiophene-2-ylmethyl)-4H-1,2,4-triazole-3-ylthio)acetate acids and their salts is relevant nowadays. With the aim of finding the new biologically active compounds 2-(4-R-5-(thiophene-2-ylmethyl)-4H-1,2,4-triazole-3-ylthio)acetate acids and their salts are synthesized, where R is methyl, ethyl, phenyl. The interaction of 4-R-5-(thiophene-2-ylmethyl)-4H-1,2,4-triazole-3-thions with monochloracetate acid in the medium of i-propyl alcohol in the presence of an equivalent amount of alkali the corresponding 2-(4-R-5-(thiophene-2-ylmethyl)-4H-1,2,4 triazole-3-ylthio)acetate acids are obtained on the basis of which the corresponding salts of morpholine, dimethylamine, monoethanolamine, pteridine, ZnSO4 , CuSO4, NaOH and KOH are obtained and the structure of the received compounds was confirmed on the basis of the data of elemental, IR-, 1H-NMR-spectroscopy. The synthesis of 2-(4-R-5-(thiophene-2-ylmethyl)-4H-1,2,4-triazole-3-ylthio) acetate acids and their salts was conducted. With the help of modern physico-chemical methods: elemental analysis, IR, 1H-NMR-spectroscopy the structure of synthesized compounds, and their individuality by HPLC-MS is proved. In the IR spectrum of the compound 2-(4-phenyl-5-(thiophene-2-ylmethyl)-4H-1,2,4-triazole-3-ylthio)acetate acid Ic available band fluctuations groups characteristic for the nucleus of 1,2,4-triazole: NH– in the range of 3 400–3 100 cm-1,–C=N– – 1 690–1 620 cm-1. Also present band fluctuations groups –C–S– at 691 cm-1. Available band fluctuations characteristic of the group –CH2 within 1496.59 cm-1 and group –COO-H– – 1722.70 cm-1. This suggests the possibility to further study the biological action of the synthesized compounds.

Sign in / Sign up

Export Citation Format

Share Document