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A major use of 2-chloropyridine is the production of production of the fungicide pyrithione. Reaction of 4-chloropyridine with thioglycolic acid gives pyridylmercaptoacetic acid, a step in the production of cephalosporin antibiotics.
Acylsulfonamide is a functional group in organic chemistry that is sometimes used in medicinal chemistry. [1] It consists of a sulfonamide group (SO 2 NH) linked to an acyl group (RCO), forming the structure R 1-CO-NH-SO 2-R 2. This moiety is found in several biologically active molecules and marketed drugs, serving as an useful pharmacophore. [2]
Protonated derivatives are isolable, e.g., [C 5 H 5 NOH]Cl. [3] Further demonstrating its (feeble) basicity, pyridine-N-oxide also serves as a ligand in coordination chemistry. A host of transition metal complexes of pyridine-N-oxides are known. Treatment of the pyridine-N-oxide with phosphorus oxychloride gives 4- and 2-chloropyridines. [8]
2-Chloropyridine is an aryl chloride with the formula C 5 H 4 ClN. It is a colorless liquid that is mainly used to generate fungicides and insecticides in industry. It also serves to generate antihistamines and antiarrythymics for pharmaceutical purposes. [2] It is one of three isomers of chloropyridine.
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3-Chloropyridine is an aryl chloride and isomer of chloropyridine with the formula C 5 H 4 ClN. It is a colorless liquid that is mainly used as a building block in organic synthesis. [1] The compound is a substrate for many coupling processes including the Heck reaction, [2] Suzuki reaction, [3] and Ullmann reaction. [4]
The reaction of 3-bromo-4-chloropyridine with furan and lithium amalgam gives 1,4-epoxy-dihydroquinoline through the 2,3-pyridyne intermediate. The reaction of 4-bromopyridine with sodium in liquid ammonia gives both 3-aminopyridine and 4-aminopyridine through the 3,4-pyridyne intermediate and an E1cB-elimination reaction .
Its pK a value in water cannot be accurately determined but in acetonitrile it has been estimated as −0.10 and in 1,2-dichloroethane −12.3 (relative to the pK a value of 2,4,6-trinitrophenol (picric acid), anchored to zero to crudely approximate the aqueous pK a scale [2]), making it more acidic than triflic acid (pK a MeCN = 0.70, pK a DCE ...
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