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2-Bromopyridine reacts with butyllithium to give 2-lithiopyridine, [2] which is a versatile reagent. [3] Pyrithione can be prepared in a two-step synthesis from 2-bromopyridine by oxidation to the N-oxide with a suitable peracid followed by substitution using either sodium dithionite or sodium sulfide with sodium hydroxide to introduce the thiol functional group.
Pyrithione is the common name of an organosulfur compound with molecular formula C 5 H 5 NOS, chosen as an abbreviation of pyridinethione, and found in the Persian shallot. [4] It exists as a pair of tautomers, the major form being the thione 1-hydroxy-2(1H)-pyridinethione and the minor form being the thiol 2-mercaptopyridine N-oxide; it crystallises in the thione form. [5]
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 .
2-Bromopyridine; 3-Bromopyridine; 4-Bromopyridine; See also. Chloropyridine This page was last edited on 31 January 2024, at 20:06 (UTC). Text is available under the ...
2-Mercaptopyridine was originally synthesized in 1931 by heating 2-chloropyridine with calcium hydrogen sulfide. [2]ClC 5 H 4 N + Ca(SH) 2 → HSC 5 H 4 N + Ca(SH)Cl. A more convenient route to 2-mercaptopyridine is the reaction of 2-chloropyridine and thiourea in ethanol and aqueous ammonia.
In these conversions, chloride is displaced. [2] Pyrithione, the conjugate base of 2-mercaptopyridine-N-oxide, is a fungicide found in some shampoos. Oxidation 2-chloropyridine gives 2-chloropyridine-N-oxide. [5] The antihistamine pheniramine may be generated via the reaction of phenylacetonitrile with 2-chloropyridine in the presence of a base ...
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