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Phenylhydrazine was the first hydrazine derivative characterized, reported by Hermann Emil Fischer in 1875. [7] [8] He prepared it by reduction of a phenyl diazonium salt using sulfite salts. Fischer used phenylhydrazine to characterize sugars via formation of hydrazones known as osazones with the sugar aldehyde. He also demonstrated in this ...
The Fischer indole synthesis is a chemical reaction that produces the aromatic heterocycle indole from a (substituted) phenylhydrazine and an aldehyde or ketone under acidic conditions. [1] [2] The reaction was discovered in 1883 by Emil Fischer. Today antimigraine drugs of the triptan class are often synthesized by this method. The Fischer ...
Osazone formation was developed by Emil Fischer, [3] who used the reaction as a test to identify monosaccharides. The formation of a pair of hydrazone functionalities involves both oxidation and condensation reactions. [4] Since the reaction requires a free carbonyl group, only "reducing sugars" participate.
When derived from hydrazine itself, hydrazones condense with a second equivalent of a carbonyl to give azines: [11] R 2 C=N−NH 2 + R 2 C=O → R 2 C=N−N=CR 2 + H 2 O. Hydrazones are intermediates in the Wolff–Kishner reduction. Hydrazones are reactants in hydrazone iodination, the Shapiro reaction, and the Bamford–Stevens reaction to ...
The reaction has been described in the literature [3] as proceeding in a manner similar to the Fischer indole synthesis. Here, the acid-catalyzed proton transfer first converts the cyclohexanone phenylhydrazone 1 to the intermediate 2. Subsequently, a heat-induced sigmatropic reaction occurs to produce 3, which is protonated and cyclizes into 4.
Hydrazines (R 2 N−NR 2) are a class of chemical compounds with two nitrogen atoms linked via a covalent bond and which carry from one up to four alkyl or aryl substituents. . Hydrazines can be considered as derivatives of the inorganic hydrazine (H 2 N−NH 2), in which one or more hydrogen atoms have been replaced by hydrocarbon grou
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The organisms responsible for primary production are called primary producers or autotrophs. Most marine primary production is generated by a diverse collection of marine microorganisms called algae and cyanobacteria. Together these form the principal primary producers at the base of the ocean food chain and produce half of the world's oxygen ...