55304-78-4

Usage

Chemical composition

Consists of a pyridine ring with two bromine and three chlorine atoms attached to it.

Usage

Primarily used as an intermediate in the production of agricultural chemicals and pharmaceuticals.

Biocidal properties

Known for its potent biocidal properties, making it an effective ingredient in pesticides and herbicides.

Pharmaceutical synthesis

Used in the synthesis of pharmaceutical drugs.

Building block

Used as a building block in the production of other complex organic molecules.

Environmental and health hazards

Potential environmental and health hazards require proper handling and disposal procedures.

Upstream product

• 76942-19-3 2,6-diamino-3,5-dichloropyridine 
• 141-86-6 2.6-diaminopyridine 
• 343781-45-3 4-bromo-3,5-dichloropyridine 

Relevant academic research and scientific papers

Strategies for the selective functionalization of dichloropyridines at various sites

Whereas 2,3-dichloropyridine and 2,5-dichloro-4-(lithiooxy)-pyridine undergo deprotonation exclusively at the 4- and 2-positions, respectively, optional site selectivity can be implemented with 2,5- and 3,4-dichloropyridine (which are attacked, depending on the choice of the reagents, at either the 4- or 6- and either the 2- and 5-positions, respectively). Upon treatment with lithium diisopropylamide, 2,4-dichloro-3-iodopyridine, 3,5-dichloro-4-bromopyridine and 2,6-dichloro-3-iodopyridine afford 5-, 2- and 4-lithiated intermediates, but the latter isomerize instantaneously to species in which lithium and iodine have swapped places, the driving force being the low basicity of C-Li bonds when flanked by two neighboring halogens.

Continuous process for the production of polybromopyridine compounds

A continuous process for producing a polybromopyridine compound comprises admixing a polychloropyridine compound with an anhydrous water soluble solvent in a first reaction zone to form a solution of the polychloropyridine compound. Hydrogen bromide gas is introduced into the solution while maintaining the temperature in the range of from about 70° to about 140° C. to produce a solution of the polybromopyridine compound. The solution is cooled to a temperature in the range of from about 5° to about 35° C. to precipitate the polybromopyridine compound from the anhydrous solvent. The polybromopyridine compound is separated from the anhydrous solvent and the anhydrous solvent is returned to the first reaction zone. Polybromopyridine compounds of increased purity are produced in a process having reduced material, energy and operating costs. The process does not require the use of water or other co-solvents nor the distillation of the reaction product mixture.

A Convenient Synthesis of 2,3,5,6-Tetrahalogenopyridines and of 3,5-Bis(alkylthio)pyridines from 2,6-Diaminopyridine

Controlled chlorination of 2,6-diaminopyridine (1) affords 2,6-diamino-3,5-dichloropyridine (2a) which is then bis(diazotised) to give 2,3,5,6-tetrachloropyridine (3a); similarly prepared are other 2,3,5,6-tetra(chloro/bromo) pyridines and 2,6-dichloro-3,5-bis(thiocyanato)pyridine (3h), from which 3,5-bis(alkylthio)pyridines are easily obtained.