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Pyridinium chloride can be produced by passing hydrogen chloride in pyridine dissolved in diethyl ether. The chemical formula is as follows: C 5 H 5 N + HCl C 5 H 6 N + Cl − ↓ {\displaystyle {\ce {C5H5N + HCl -> C5H6N+Cl- v}}}
The Rothemund reaction. The Rothemund reaction is a condensation/oxidation process that converts four pyrroles and four aldehydes into a porphyrin. It is based on work by Paul Rothemund, who first reported it in 1936. [1] The method underpins more modern synthesis such as those described by Adler and Longo and by Lindsey.
The reaction of pyridine with bromomethyl ketones gives the related pyridinium salt, wherein the methylene group is highly acidic. This species undergoes a Michael-like addition to α,β-unsaturated carbonyls in the presence of ammonium acetate to undergo ring closure and formation of the targeted substituted pyridine as well as pyridinium bromide.
C 5 H 5 N + HCl + CrO 3 → [C 5 H 5 NH][CrO 3 Cl] In one alternative method, formation of toxic chromyl chloride (CrO 2 Cl 2) fumes during the making of the aforementioned solution were minimized by simply changing the order of addition: a cold solution of pyridine in concentrated hydrochloric acid was added to solid chromium trioxide under ...
They are prepared by treating pyridine with acids. [3] As pyridine is often used as an organic base in chemical reactions, pyridinium salts are produced in many acid-base reactions. Its salts are often insoluble in the organic solvent, so precipitation of the pyridinium leaving group complex is an indication of the progress of the reaction.
Cr(VI)-pyridine and pyridinium reagents have the advantage that they are soluble in organic solvents as are the alcohol substrates. One family of reagents employs the complex CrO 3 (pyridine) 2. [2] Sarett's reagent: a solution of CrO 3 (pyridine) 2 in pyridine. It was popularized for selective oxidation of primary and secondary alcohols to ...
CH 3 COCl + HO−CH 2 −CH 3 → CH 3 −COO−CH 2 −CH 3 + HCl. Frequently such acylations are carried out in the presence of a base such as pyridine, triethylamine, or DMAP, which act as catalysts to help promote the reaction and as bases neutralize the resulting HCl. Such reactions will often proceed via ketene.
Direct halogenation of pyridine with chlorine gas above 270 °C gives a mixture of 2-chloropyridine and 2,6-dichloropyridine. [1] 2- and 4-chloropyridine are prepared from the corresponding pyridinols using phosphoryl chloride. [1]