ABSTRACT
A variety of acetamido ketones and ketoesters are readily prepared in high yields under extremelymild conditions via a three component coupling of aromatic aldehydes, enolizable ketones or ketoesters and nitriles in the presence of 10 mol % of sodiumbisulphate and a stoichiometric amount of acetyl chloride. A solution of 10 mol % of sodium bisulphate in acetonitrile provides a convenient reaction medium to carry out athree component reaction under mild conditions with high yield .Synthesized compounds are studied for their microbial activity.
Keywords: Acetamido carbonyl compounds; aromatic aldehydes; enolizable ketones; sodiumbisulphate
INTRODUCTION
Multi-component reactions (MCRs) have emerged as one of the most useful synthetic
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UJP 2014, 02 (06): Page 85-88 www.ujponline.com
acetonitrile in the presence of Magnesium Sulphatecatalyst (Scheme 1). Supported Co(OAc)2 and p-TSA. Although, a large number of methods are reported for this transformation, some of them lack the generality in producing beta amido ketone as they are restricted to acetonitrile giving the corresponding beta acetamido ketones. Furthermore, many of these methods require either a long reaction time or harsh reaction conditions or the reaction has to be carried out under an inert atmosphere or the use of expensive catalyst. Therefore, the development of simple, efficient and general methodology for this three-component reaction is still desirables a result, several strategies have been developed for the preparation of beta -acetamido
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The progress of the reaction was followed by TLC. After completion of the reaction, sodium bisulphate was isolated and could be reused (after the evaporation of water and solvent). Then the mixture was cooled and poured into 100 mL of ice-water. The solid residue was separated and dissolved in dichloromethane. The organic phase was absorbed on silica gel and purified by column chromatography petroleum ether (60-80 ºC) / ethyl acetate (9/1). All the products were identified by comparison of their 1H NMR and IR data with those of authentic samples. The spectral data of representative β-acetamido ketones are given
Grignard is a reaction that is crucial to forming the new carbon-carbon bond. This is a two-part lab that teaches new techniques; the purpose of this lab is to introduce realistic organic synthesis and apply acid workup to produce triphenylmethanol. A Grignard reaction is characterized by the addition of a magnesium halide (an organomagnesium halide) to an aldehyde or a ketone in order to form a secondary or tertiary alcohol. These reactions are helpful because they serve as a crucial tool in performing important carbon-carbon bond-forming reactions (Arizona State University, 2018). This experiment aimed to observe the mechanisms of a Grignard reply to synthesize triphenylmethanol from benzophenone using phenylmagnesium bromide as the Grignard reagent.
The lab started off by measuring critical materials for the lab: the mass of an an empty 100 mL beaker, mass of beaker and copper chloride together(52.30 g), and the mass of three iron nails(2.73 g). The goal of this experiment is to determine the number of moles of copper and iron that would be produced in the reaction of iron and copper(II) chloride, the ratio of moles of iron to moles of copper, and the percent yield of copper produced. 2.00 grams of copper(II) chloride was added in the beaker to mix with 15 mL of distilled water. Then, three dry nails are placed in the copper(II) chloride solution for approximately 25 minutes. The three nails have to be scraped clean by sandpaper to make the surface of the nail shiny; if the nails are not clean, then some unknown substances might accidentally mix into the reaction and cause variations of the result.
The purpose of this experiment was to learn about the electrophilic aromatic substitution reactions that take place on benzene, and how the presence of substituents in the ring affect the orientation of the incoming electrophile. Using acetanilide, as the starting material, glacial acetic acid, sulfuric acid, and nitric acid were mixed and stirred to produce p-nitroacetanilide. In a 125 mL Erlenmeyer flask, 3.305 g of acetanilide were allowed to mix with 5.0 mL of glacial acetic acid. This mixture was warmed in a hot plate with constantly stirring at a lukewarm temperature so as to avoid excess heating. If this happens, the mixture boils and it would be necessary to start the experiment all over again.
The reaction to synthesize benzocaine was known as a Fisher esterification reaction. The Fisher esterification was reaction between alcohol and carboxylic acid in the presence of acid. The reaction was used to form an ester. In the experiment, sulfuric acid acted as a catalyst and necessary for this reaction to occur. There was a change between the –OH group of carboxylic acid to an –OCH2CH3 group in the reaction.
Lab Report 5: Acetylsalicylic Acid (Aspirin) Synthesis Name: Divya Mehta Student #: 139006548 Date Conducted: November 19th 2014 Date Submitted: November 26th 2014 Partner’s Name: Kirsten Matthews Lab Section: Wednesday 2:30 L9 IAs Name: Brittany Doerr Procedure: For the procedure, see lab manual (CH110 Lab Manual, Fall 2014) pages 96-98. Wilfrid Laurier University Chemistry Department. Fall 2014. Acetylsalicylic Acid (Aspirin) Synthesis.
"Two Enzyme Catalysis." Article. n.d.: 19-21. Reece, Jane B., Lisa A. Urry, Michael L. Cain, Steven A. Wasserman, Peter V. Minorsky, and Robert B. Jackson. "
Elijah Brycth B. Jarlos IX-Argon 1. Multicellularity is a condition of an organism to have multicellular cells. An example of a organism who has multicellular cells are plants, animals, and humans. The main reason of why scientists have a hard time finding a good set of existing organisms to compare. Is neither the first set of organisms which is being compared is dying as fast as the second specimen is being examined or they just can’t find the right species.
The Hydrolysis reaction included an acidic environment and an acidic catalyst to make the reaction occur faster and initiate the reaction as well. The acidic environment is required in order to add the hydrogen and oxygen onto the carbonyl groups in the final product. Dicarboxylic acid is not very soluble in water/acetone which ultimately resulted in larger yield of product. 2.
Next, the oxygen is protonated from the 3-nitrobenzaldehyde, which is then followed by an elimination reaction where this acts as a leaving group. The product is the trans-alkene present in the product. After the reaction was completed, purification of the product was conducted using semi-microscale recrystallization.
TLC was used to identify the actual unknown product as well as other products/reactants present in the filtered solution. The procedure was conducted by placing a TLC plate in a developing chamber that is filled with a small amount of solvent. The solvent cannot be too polar because it will cause spotted compounds on the TLC plate to rise up too fast, while a very non-polar solvent will not allow the spots to move. The polarity of the spots also determines how far it moves on the plate; non-polar spots are higher than polar ones. After spots on the TLC form, the Rf values are calculated and used to analyze the similarity of the compounds.
It is understood the mechanism is acid-catalyzed where protons coordinate with the carbonyl oxygen to make the carbonyl carbon more electropositive for nucleophilic attack (Scheme 1). In the experimental procedure all reactants were added together, this is inefficient as the protons can coordinate with either trans-cinnamic acid or methanol. Coordination with methanol is unnecessary as it reduces its nucleophilicity and makes less protons available to coordinate with the carboxylic acid. To improve
Purpose The aim of this experiment is to an amide is created by treating an amine with acid anhydride during acetaminophen preparation. Acetaminophen (p-acetamidophenol), the amide, is produced when the amine p-aminophenol is subjected to treatment by acetic anhydride. Experiment Data/Results
To analyze the acetanilide product of the reaction, 1H NMR and IR were used. Results, Discussions, and Conclusions In this experiment, acetanilide was synthesized via nucleophilic acyl substitution from both acetic anhydride and aniline. During this reaction, aniline acts as the nucleophile and acyl (CH3CO-) group from acetic anhydride acts as the electrophile.
Introduction The goal of the experiment is to examine how the rate of reaction between Hydrochloric acid and Sodium thiosulphate is affected by altering the concentrations. The concentration of Sodium thiosulfate will be altered by adding deionised water and decreasing the amount of Sodium thiosulphate. Once the Sodium thiosulphate has been tested several times. The effect of concentration on the rate of reaction can be examined in this experiment.
Reaction is carried out in a 500 ml three-neck flask supported on a heating mantle and provided with a mechanical stirrer, a water condenser, a thermometer probe with an inlet for dry nitrogen gas, and an addition funnel. The calculated amount of IPDI and THF are charged to the three- neck flask under mechanical stirring and BTMSPA is added slowly from the addition funnel at a rate to maintain the reaction temperature below 50°c. After addition of BTMSPA is complete, mixture is stirred for additional 1 hour at room temperature. The completion of the reaction is verified by FT-IR following the disappearance of peak associated with NCO groups. The obtained solution is transferred to a single-neck flask and by using a rotary vacuum evaporator THF is distillate in two steps and replaced by dry ethanol to yield around 60-65% solution.