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Aniline and its ring-substituted derivatives react with nitrous acid to form diazonium salts. One example is benzenediazonium tetrafluoroborate. Through these intermediates, the amine group can be converted to a hydroxyl (−OH), cyanide (−CN), or halide group (−X, where X is a halogen) via Sandmeyer reactions.
The Skraup synthesis is a chemical reaction used to synthesize quinolines. It is named after the Czech chemist Zdenko Hans Skraup (1850-1910). In the archetypal Skraup reaction, aniline is heated with sulfuric acid , glycerol , and an oxidizing agent such as nitrobenzene to yield quinoline.
Acetanilide can be produced by reacting acetic anhydride with aniline: [7]. C 6 H 5 NH 2 + (CH 3 CO) 2 O → C 6 H 5 NHCOCH 3 + CH 3 COOH. The preparation used to be a traditional experiment in introductory organic chemistry lab classes, [8] but it has now been widely replaced by the preparation of either paracetamol or aspirin, both of which teach the same practical techniques (especially ...
An alternative mechanism is based on the aniline and the aldehyde forming at first the Schiff base upon water elimination. The subsequent reaction with the enol form of pyruvic acid ( 1 ) leads to the formation of the above-mentioned aniline derivative ( 3 ) followed by the above-described reaction mechanism: [ 4 ]
Another example is in the synthesis of antimalarials as aminoalkylamino derivatives of 2,3-dihydrofuroquinolines [9] These compounds are used as antimalarials. The Gould reaction is also used to convert 5-aminoindole to quinolines for the purpose of synthesizing pyrazolo[4,3- c ]pyrrolo[3,2- f ]quinolin-3-one derivatives as modified ...
A 2006 study [6] proposes a fragmentation-recombination mechanism based on carbon isotope scrambling experiments. In this study 4-isopropylaniline 1 is reacted with a mixture (50:50)of ordinary pulegone and the 13 C-enriched isomer 2 and the reaction mechanism is outlined in scheme 2 with the labeled carbon identified with a red dot.
Illustrative is the acetylation of aniline. First aniline is dissolved in water using one equivalent of hydrochloric acid. This solution is subsequently treated, sequentially, with acetic anhydride and aqueous sodium acetate. Aniline attacks acetic anhydride followed by deprotonation of the ammonium ion: Acetate then acts as a leaving group:
The imine in this organic reaction is a condensation reaction product from an aniline type compound and a benzaldehyde type compound. [1] [2] [3] The alkene must be electron rich which means that functional groups attached to the alkene must be able to donate electrons. Such alkenes are enol ethers and enamines.