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Chloropyridines are a group of aryl chlorides consisting of a pyridine ring with chlorine atoms as substituents. This may refer to: * 2-Chloropyridine *
3-Chloropyridine 3-Chloropyridine is an organohalide with the formula C5H4ClN. It is a colorless liquid that is mainly used as a building block in organic synthesis. The compound is a substrate for many coupling processes including the Heck reaction, Suzuki react ...
* 4-Chloropyridine * 2,6-Dichloropyridine


Production

Direct halogenation of pyridine with chlorine gas above 270 °C gives a mixture of 2-chloropyridine and 2,6-dichloropyridine. 2- and 4-chloropyridine are prepared from the corresponding pyridinols using phosphoryl chloride: :


Uses

Chloropyridines are important intermediates to pharmaceuticals and
agrochemical An agrochemical or agrichemical, a contraction of ''agricultural chemical'', is a chemical product used in industrial agriculture. Agrichemical refers to biocides ( pesticides including insecticides, herbicides, fungicides and nematicides) an ...
s. A major use of 2-chloropyridine is the production of production of the
fungicide Fungicides are biocidal chemical compounds or biological organisms used to kill parasitic fungi or their spores. A fungistatic inhibits their growth. Fungi can cause serious damage in agriculture, resulting in critical losses of yield, quality, ...
pyrithione. Reaction of 4-chloropyridine with
thioglycolic acid Thioglycolic acid (TGA) is the organic compound HSCH2CO2H. TGA is often called mercaptoacetic acid (MAA). It contains both a thiol (mercaptan) and carboxylic acid functional groups. It is a colorless liquid with a strongly unpleasant odor. TGA ...
gives pyridylmercaptoacetic acid, a step in the production of
cephalosporin The cephalosporins (sg. ) are a class of β-lactam antibiotics originally derived from the fungus ''Acremonium'', which was previously known as ''Cephalosporium''. Together with cephamycins, they constitute a subgroup of β-lactam antibiotics ...
antibiotics.


See also

* Bromopyridine


References

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