The Bamberger triazine synthesis in
organic chemistry is a classic
organic synthesis
Organic synthesis is a special branch of chemical synthesis and is concerned with the intentional construction of organic compounds. Organic molecules are often more complex than inorganic compounds, and their synthesis has developed into one o ...
of a
triazine first reported by
Eugen Bamberger
Eugen Bamberger (19 July 1857 – 10 December 1932) was a German chemist and discoverer of the Bamberger rearrangement.
Life and achievements
Bamberger started studying medicine in 1875 at the University of Berlin, but changed subjects and univer ...
in 1892.
[Hassner, A., Stumer, C., ''Organic Synthesis Based on Name Reactions'': 2nd. Ed. Tetrahedron Organic Chemistry Series, Volume 22 Pergamon, Oxford ]
The reactants are an
aryl diazonium salt obtained from reaction of the corresponding
aniline with
sodium nitrite and
hydrochloric acid and the
hydrazone of
pyruvic acid
Pyruvic acid (CH3COCOOH) is the simplest of the alpha-keto acids, with a carboxylic acid and a ketone functional group. Pyruvate, the conjugate base, CH3COCOO−, is an intermediate in several metabolic pathways throughout the cell.
Pyruvic aci ...
. The
azo intermediate converts to the benzotriazine in the third step with
sulfuric acid
Sulfuric acid (American spelling and the preferred IUPAC name) or sulphuric acid ( Commonwealth spelling), known in antiquity as oil of vitriol, is a mineral acid composed of the elements sulfur, oxygen and hydrogen, with the molecular formu ...
in
acetic acid
Acetic acid , systematically named ethanoic acid , is an acidic, colourless liquid and organic compound with the chemical formula (also written as , , or ). Vinegar is at least 4% acetic acid by volume, making acetic acid the main component ...
.
See also
* From the same inventor: the
Bamberger rearrangement
References
{{DEFAULTSORT:Bamberger Triazine Synthesis
Nitrogen heterocycle forming reactions
Heterocycle forming reactions
Name reactions