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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 ...
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can be considered as derivatives of the inorganic hydrazine (H 2 N−NH 2), in which one or more hydrogen atoms have been replaced by hydrocarbon grou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 compound is an important reagent in organic synthesis, serving as a source of reactive diimide and its subsequent chemical reactions. It condenses with ketones and aldehydes to form hydrazones, which can be further transformed into reactive intermediates such as diazo compounds or carbenes.
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 ...
Phenyl azide is prepared by the diazotization of phenylhydrazine with nitrous acid: [4]. C 6 H 5 NHNH 2 + HNO 2 → C 6 H 5 N 3 + 2 H 2 O. Aryl iodides bearing electron-withdrawing substituents undergo metathesis with sodium azide in the presence of Cu(I), sodium ascorbate, and N,N'-dimethylethane-1,2-diamine (DMEDA): [5]
CAS Number: 29443-41-2 PubChem ... CompTox Dashboard (EPA) DTXSID20435557; Chemical and physical data; Formula: C 8 H 10 N 2: ... the Creative Commons Attribution ...
An applied example is a synthesis of sunitinib begins by mixing 5-fluoroisatin slowly into hydrazine hydrate. [9] After 4 hours at 110 °C, the indole ring structure has been broken into (2-amino-5-fluoro-phenyl)-acetic acid hydrazide with reduction of the ketone at the 3-position.