Preparation and application background and overview of 2,6-dichloro-3-pyridineboronic acid
2,6-Dichloro-3-pyridineboronic acid is an organic intermediate that can be prepared in one step from 2,6-dichloropyridine as raw material. It has been reported in the literature that 2,6-dichloro-3-pyridineboronic acid can be used to prepare new dihaloacetylated lanthanum heterocythrin carbonates.
Preparation and application of 2,6-dichloro-3-pyridineboronic acid
At -78°C, a 1.55M n-butyllithium/n-hexane solution (20 mL) was added dropwise to a solution of diisopropylamine (4 mL) in THF (60 mL), and then stirred at the same temperature for 30 minutes. A mixture of 2,6-dichloropyridine (2.0 g) and THF (10 mL) was added dropwise to the solution, and then stirred at the same temperature for another 1 hour. A mixture of triisopropyl borate (6.8 mL) and THF (10 mL) was added dropwise thereto, followed by stirring at room temperature for 20 hours. The reaction mixture was diluted with water, neutralized with hydrochloric acid, and extracted with ethyl acetate. The organic layer was washed with water, dried over magnesium sulfate, and concentrated under reduced pressure. 2,6-Dichloro-3-pyridineboronic acid (2.6 g) was obtained. ESI+: 192
Preparation and application of 2,6-dichloro-3-pyridineboronic acid
CN201910044358.7 reported that 2,6-dichloro-3-pyridineboronic acid can be used to prepare a new dihaloacetylated heterocythrin with the following structure, solving the problems of existing pyrethroid pesticides It is impossible to take into account the technical issues of good mosquito-killing activity and drug resistance. Currently, pyrethroids are used in almost all crops, nurseries, various urban structures and landscaping sites, construction sites (pre-construction termiticides), home/garden environments and many other locations. Pyrethroids despite their effectiveness against a wide range of insect pests and mites, low mammalian and avian toxicity, low contamination of groundwater, and relatively low application rates. However, due to the long-term and large-scale use of pyrethroids, many mosquitoes have become resistant to existing pyrethroids. As a result, the existing pyrethroids have poor killing effect on wild mosquitoes due to their high resistance, which in turn makes Vector control systems are failing. Therefore, the development of new pyrethroids with low drug resistance and good mosquito-killing activity has become an urgent technical problem for those skilled in the art to be solved.
References
[1] From PCT Int. Appl., 2009022633, 19 Feb 2009
[2] [Chinese invention] CN201910044358.7 A new type of dihaloacetylated heterocythrin and its preparation method and application
