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The reactivity of TsCl (thionyl chloride) with pyridine in organic synthesis is high. TsCl is commonly used as a reagent to convert alcohols to chlorides in the presence of pyridine, which acts as a base to facilitate the reaction. This reaction is often used in the synthesis of various organic compounds.
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What is the description of these chemical reactions?
I am a pharmacy undergraduate and I have been asked to carry out a chemistry based project which I have been finding quite difficult. My knowledge of chemical mechanisms was last update 5 years ago! I have this due in very soon and was looking for some help with the following reaction sequence. I wish to explain in terms of reactive groups and what significance each reactant has. My aim is to write it as a chemical journal style purely for the benefit of my methods and results section. The theory behind this synthesis and what it represents is mainly therapeutic based. I would really appreciate some in put!! [b]1.[/b] Triethyleneglycol+ in dry pyridine at 0 degrees, TsCl added in portions = 2-[2-(2-Hydroxyethoxy)ethoxy]ethyl 4-methylbenzenesulfonate [b]2.[/b] 2-[2-(2-Hydroxyethoxy)ethoxy]ethyl 4-methylbenzenesulfonate+potassium pthalimide in DMF at 90 degress for 2 hours = 2-{2-[2-(2-Hydroxy-ethoxy)-ethoxy]-ethyl}-isoindole-1,3-dione [b]3.[/b] 2-{2-[2-(2-Hydroxy-ethoxy)-ethoxy]-ethyl}-isoindole-1,3-dione + jones oxidation CrO3. H2SO4 0degrees = {2-[2-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2yl)ethoxy]ethoxy}acetic acid 4.{2-[2-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2yl)ethoxy]ethoxy}acetic acid + hydrazine monohydrate in EtOH, reflux for 20hours=[2-(2-Aminoethoxy)ethoxy]acetic acid
