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Synthesis and Pharmacological Evaluation of New Pyrazolidine-3,5 ..

(a) General procedure for synthesis of 2-(chloro methyl)-1-substituted ethyl-1H-benzo[d] imidazoles (1a-l): A mixture of 2-chloromethyl benzimidazole (8.3 g, 0.05 mol), formaldehyde (1.5 ml, 0.05 mol), substituted amine (0.05 mol) and conc. HCl (2 ml) were refluxed in methanol for 3 hours.[,] The hot mixture was filtered and the filtrate obtained was cooled in cold water. Crystals obtained were separated by filtration and recrystallized by absolute ethanol. The completion of reaction was checked by TLC and further purified by column chromatography.

shows the scheme protocol for synthesis. Substituents used in mannich base reaction are shown in the . All the chemicals were purchased from Merck (India), Loba Chem (India), and Central Drug House Pvt. Ltd. India and were used without further purification. The melting points of the synthesized compounds were determined by open capillary tube method and are uncorrected. The homogenecity of the synthesized compounds were monitored by ascending thin-layer chromatography on silica gel G-coated glass plates, visualized by Iodine vapors. Developing solvents were toluene and ethyl acetate (5:4) and benzene, acetone (3:2). The IR spectra were recorded on Shimadzu FTIR 8400S using potassium bromide pellet technique. The 1H-NMR spectra were recorded at 400 MHz at BRUKER NMR spectrophotometer in CDCl3 and chemical shifts are expressed in parts per million (δ) relative to tetramethylsilane. Mass spectra were recorded on a thermo Finnegan LCQ advantage max ion trap mass spectrometer for title compounds. Spectral data were consistent with the assigned structures. Spectral data were consistent with the assigned structures. 2-Chloromethyl benzimidazole was prepared using Phillips condensation, by condensing o-phenylene diamine with carboxillic acid in 4N HCl.[]

SYNTHESIS AND ANTIMICROBIAL EVALUATION OF 4-BENZYLIDENE- PYRAZOLIDINE-3, 5-DIONE DERIVATIVES

Synthesis of 4-ethyl-1-phenyl-pyrazolidine-3,5-dione …

In this study, a novel series of heterocyclic compounds containing pyrazolidine-3, 5-dione nucleus has been synthesized. The compounds were synthesized in four steps; esterification of 2-mercaptobenzoic acid in an acidic medium to yield 2-mercapto-benzoic acid ethyl ester which was cyclized using ethyl acetoacetate to form 2-methyl-4-oxo-4H-thiochromene-8-carboxylic acid ethyl ester. These were reacted phenyl hydrazine derivatives to give corresponding thiochromene derivatives, which were cyclized using diethylmalonate to obtain pyrazolidine-3, 5-dione derivatives. All the synthesized compounds were characterized by spectral (IR, NMR and MS) and elemental analysis. The compounds were screened for their antibacterial activity against Gram-positive bacteria (B. subtilis, S. epidermidis, M. luteus, S. aureus, B. pumilis, and B. cereus), Gram-negative bacteria (K. pneumonia, E. coli, and P. aeroginosa) and for antifungal activity against (A. niger, C. albicans and F. solani) by agar-diffusion method. The minimum inhibitory concentrations (MICs) of these compounds were also determined by tube dilution method. The antimicrobial effectiveness of all the compounds was found to be concentration dependent. Two compounds- 1-(3-chlorophenyl)-2-(2-methyl-4-oxo-4H-thiochromene-8- carbonyl) pyrazolidine-3, 5-dione (5a) and 1-(2-methyl-4-oxo-4H-thiochromene-8-carbonyl)-2-p-tolylpyrazolidine-3, 5-dione (5d) exhibited good antibacterial activity. The antibacterial activity of all the compounds was founds to better than the antifungal activity.

Drug Design and Research Laboratory, Department of Pharmaceutical Sciences, Guru Jambheshwar University of Science & Technology, Hisar-125001, Haryana, India

Product: 4-ethyl-1-phenyl-pyrazolidine-3,5-dione; Type of Reaction:

on this label).
P330: Rinse mouth.
P332 + P313: If skin irritation occurs: Get medical advice/ attention.
P337 + P313: If eye irritation persists: Get medical advice/attention.
P340: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P362: Take off contaminated clothing and wash before reuse.
P403: Store in a well-ventilated place.
P403 + P233: Store in a well-ventilated place.

In the present research work, diethyl malonate and phenyl hydrazine were reacted together to give pyrazolidine-3,5-dione nucleus which was further derivatized at fourth position by reacting with different aromatic aldehydes to give 4-benzylidene-pyrazolidine-3,5-diones, followed by the 4-chloro-butyl and 4-nitrooxy-butyl substitution at nitrogen atom. The synthesized products were characterized by physicochemical and analytical means. Few of the synthesized derivatives showed excellent antibacterial and antifungal activities.

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Synthesis Of 5-(3-pyridylmethylene-)imidazolidine-2,4-dione


Synthesis of 3',4'-dihydro-2H,2'H,5H-spiro …

N2 - Polydepsipeptides with alternating -hydroxy acid and -amino acid residues were synthesized by ring-opening polymerization of morpholine-2,5-dione derivatives. The polymerizations were performed in the melt using stannous octoate as an initiator. Molecular weights of the polydepsipeptides obtained ranged from 0,9 · 104 to 7,4 · 104. Morpholine-2,5-dione derivatives unsubstituted at the 6-position gave polymers with the highest molecular weights. Poly((S)-alanine-alt-glycolic acid) was semi-crystalline, whereas all other polydepsipeptides synthesized were amorphous. Morpholine-2,5-dione derivatives were synthesized by N-acylation of glycine, (S)-alanine or (S)-valine with chloroacetyl chloride or (R,S)-2-bromopropionyl bromide, followed by ring-closure of N-(2-halogenacyl)-amino acid sodium salts in the melt in 4 to 83% yield. Low yields in the cyclization reaction of N-(2-halogenacyl)-(S)-valine were accompanied by the formation of the corresponding polydepsipeptides in 13 to 46% yield, with molecular weights ranging from 3,3 · 104 to 4,9 · 104.

pyrazolidine-3,5-dione - Download ..

AB - Polydepsipeptides with alternating -hydroxy acid and -amino acid residues were synthesized by ring-opening polymerization of morpholine-2,5-dione derivatives. The polymerizations were performed in the melt using stannous octoate as an initiator. Molecular weights of the polydepsipeptides obtained ranged from 0,9 · 104 to 7,4 · 104. Morpholine-2,5-dione derivatives unsubstituted at the 6-position gave polymers with the highest molecular weights. Poly((S)-alanine-alt-glycolic acid) was semi-crystalline, whereas all other polydepsipeptides synthesized were amorphous. Morpholine-2,5-dione derivatives were synthesized by N-acylation of glycine, (S)-alanine or (S)-valine with chloroacetyl chloride or (R,S)-2-bromopropionyl bromide, followed by ring-closure of N-(2-halogenacyl)-amino acid sodium salts in the melt in 4 to 83% yield. Low yields in the cyclization reaction of N-(2-halogenacyl)-(S)-valine were accompanied by the formation of the corresponding polydepsipeptides in 13 to 46% yield, with molecular weights ranging from 3,3 · 104 to 4,9 · 104.

and hence of ascertaining the suitability of ..

A search in the Cambridge Structural Database (Version 5.38 with two updates; Groom , 2016) for pure and functionalized ( glycolides with one methyl substituent) returned 25 entries, including different lactide (Kooijman , 2014; Fedushkin , 2009; van Hummel , 1982) and other derivatives (Zhang , 2015; Fiore , 2010; Kooijman , 2005; Bolte ,1994; Lynch , 1990).

SYNTHESIS AND ANTIMICROBIAL EVALUATION OF 4 …

Cyclic diazodicarboxamides, which are electrophilic compounds, react selectively in o-position on the phenol side chain of tyrosine in mild aqueous conditions and the 1,2,4-triazolidine-3,5-dione linkage is hydrolytically and thermally stable.

PYRAZOLIDINE-3, 5-DIONE AND 2-METHYL-4-OXO-4H …

The number of known asymmetrically substituted hemilactides, important precursors for obtaining regular derivatives of polylactide polymers, is still limited and structural characterization of most of them is incomplete. In the title racemic 1,4-dioxane-2,5-dione derivative, CHO, the hemilactide heterocycle exhibits a twist-boat conformation. The bulkier propynyloxymethyl group is in an axial position with a conformation for the CH–O–CH–C segment. In the crystal, mol­ecules are linked by pairs of C—H⋯O hydrogen bonds, forming inversion dimers. The dimers are linked by further C—H⋯O contacts, forming a three-dimensional structure.

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