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3-Chloropyridine is an aryl chloride and isomer of chloropyridine with the formula C 5 H 4 ClN. It is a colorless liquid that is mainly used as a building block in organic synthesis. [1] The compound is a substrate for many coupling processes including the Heck reaction, [2] Suzuki reaction, [3] and Ullmann reaction. [4]
Direct halogenation of pyridine with chlorine gas above 270 °C gives a mixture of 2-chloropyridine and 2,6-dichloropyridine. [ 1 ] 2- and 4-chloropyridine are prepared from the corresponding pyridinols using phosphoryl chloride .
2-Chloropyridine is produced by direct reaction of pyridine with chlorine. The initially formed 2-chloropyridine reacts further to give 2,6-dichloropyridine. [2] Alternatively, 2-chloropyridines can be conveniently synthesized in high yields from pyridine-N-oxides. [3]
This was the first synthesis of a heteroaromatic compound. [24] [40] The first major synthesis of pyridine derivatives was described in 1881 by Arthur Rudolf Hantzsch. [41] The Hantzsch pyridine synthesis typically uses a 2:1:1 mixture of a β-keto acid (often acetoacetate), an aldehyde (often formaldehyde), and ammonia or
Nicotinonitrile or 3-cyanopyridine is an organic compound with the formula NCC 5 H 4 N. The molecule consists of a pyridine ring with a nitrile group attached to the 3-position. A colorless solid, it is produced by ammoxidation of 3-methylpyridine: [2] H 3 CC 5 H 4 N + NH 3 + 1.5 O 2 → NCC 5 H 4 N + 3 H 2 O. Nicotinonitrile is a precursor to ...
Chloro(pyridine)cobaloxime(III) is first reduced to Chloro(pyridine)cobaloxime(I) by sodium borohydride in alkaline solution, then an alkyl halide is added into the reaction mixture, and the desired Co-C bond is formed via a S N 2 reaction. This method can be used to produce cobaloximes containing a primary or a secondary alkyl substituent.
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The rate of amination for three azoles proceeds quickest to slowest as follows: 1-methylbenzimidazole > 1-methylnaphth-[2,3-d]imidazole > 3-methylnaphth[1,2-d]imidazole. [3] Since the addition of the amide ion proceeds quickly with these substrates, the differences in reaction rates is most likely their propensity for hydride elimination and ...