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Upon metabolism, 1,4-DHP based antihypertensive drugs undergo oxidation by way of cytochrome P-450 in the liver and are thus converted to their pyridine derivatives. [11] As a result, particular attention has been paid to the aromatization of 1,4-DHPs as a means to understand biological systems and so as to develop new methods of accessing ...
The Kröhnke method in this synthesis was crucial due to the failure of other cyclization techniques such as the Glaser coupling or Ullmann coupling. Figure 13. Another use of the Kröhnke pyridine synthesis was the generation of a number of 2,4,6-trisubstituted pyridines that were investigated as potential topoisomerase 1 inhibitors.
The Chichibabin pyridine synthesis (/ ˈ tʃ iː tʃ iː ˌ b eɪ b iː n /) is a method for synthesizing pyridine rings. The reaction involves the condensation reaction of aldehydes, ketones, α,β-Unsaturated carbonyl compounds, or any combination of the above, with ammonia. [1] It was reported by Aleksei Chichibabin in 1924.
The Boger pyridine synthesis is a cycloaddition approach to the formation of pyridines named after its inventor Dale L. Boger, who first reported it in 1981. [1] The reaction is a form of inverse-electron demand Diels-Alder reaction in which an enamine reacts with a 1,2,4- triazine to form the pyridine nucleus.
Pyridine is also the starting compound for the preparation of pyrithione-based fungicides. [24] Cetylpyridinium and laurylpyridinium, which can be produced from pyridine with a Zincke reaction, are used as antiseptic in oral and dental care products. [62] Pyridine is easily attacked by alkylating agents to give N-alkylpyridinium
2,6-Di-tert-butylpyridine is prepared by the reaction of tert-butyllithium with pyridine. [2] The synthesis is reminiscent of the Chichibabin reaction . Some related bulky pyridine compounds have been described, including 2,4,6-tri-t-butylpyridine [ 3 ] and 2,6-di-tert-butyl-4-methylpyridine.
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2,4,6-Trimethylpyridine was isolated from Dippel's oil in 1854. [4] [5] A synthesis can be carried out analogously to the Hantzsch's dihydropyridine synthesis from ethyl acetoacetate (as β-ketocarbonyl compound), acetaldehyde and ammonia in the ratio 2: 1: 1. [6]