Preparation background and overview of 2,6-pyridinedicarbonyl chloride
2,6-pyridinedicarboxylic acid chloride is an organic intermediate that can be used in acylation reactions and can be prepared from 2,6-pyridinedicarboxylic acid and oxalyl chloride.
Preparation of 2,6-pyridinedicarbonyl chloride
Preparation Report 1 of 2,6-pyridinedicarbonyl chloride,
Dissolve 2,6-pyridinedicarboxylic acid (5.00g, 30mmol) as raw material in methylene chloride, add oxalyl chloride (11.43g, 90mmol) dropwise at 0°C, after the dropwise addition is completed, heat the solution to 25 ℃, the stirring reaction generates 2,6-pyridinedicarboxylic acid chloride, the yield is 95%;
Preparation Report 2 of 2,6-pyridinedicarbonyl chloride
Dissolve 2,6-pyridinedicarboxylic acid in dichloromethane, then add a certain amount of thionyl chloride, and conduct a reflux reaction at 70°C to remove the two carboxyl groups of pyridine-2,6-dicarboxylic acid. Chloride cyanobenzene boronic acid, and finally remove the impurities produced to prepare 2,6-pyridinedicarbonyl chloride.
Preparation and application of 2,6-pyridinedicarbonyl chloride
Preparation and application of 2,6-pyridinedicarbonyl chloride 1.
There are reports in the literature that 2,6-pyridinedicarbonyl chloride can be used to prepare a new type of hydrogen bond cross-linked stretchable conductive polymer, which is composed of hydrogen bond cross-linked stretchable groups and conjugated conductive groups. The group composition and the non-covalent cross-linking of hydrogen bonds between the polymer chains make it have high conductivity and self-healing function.
Preparation and application of 2,6-pyridinedicarbonyl chloride 2.
For the preparation of a copper ion-selective fluorescent sensor molecule based on salicylaldehyde Schiff base:
⑴Add 3.34g 2,6-pyridinedicarboxylic acid into a 50mL round bottom flask, carefully add 5mL thionyl chloride, install a reflux device with a dry tail pipe, stir and reflux for 2 hours, and obtain 2,6-pyridinedicarboxylic acid. Carbonyl chloride. After cooling, slowly add 25 mL of anhydrous methanol dropwise while stirring in an ice water bath, heat to reflux for 0.5 hours, evaporate the methanol, and precipitate a solid. After cooling with ice water, add a small amount of 0°C methanol, suction filter, and wash with 0°C methanol to obtain white crystals: Intermediate A. Melting point 121.3℃ (literature value 121-126℃).
⑵ Add 1g of 2,6-pyridinedicarboxylic acid lanthanum methyl carbonate into a 100mL round-bottomed flask and dissolve it in 60mL of absolute ethanol. After complete dissolution, add 5mL of 85% hydrazine hydrate solution. A large amount of white solid will appear immediately. Generate, cool, and suction filtrate to obtain white solid intermediate B.
⑶Add 0.195g 2,6-pyridinedicarboxylic acid hydrazide into a 250mL round-bottomed flask and dissolve it in 120mL absolute ethanol. After complete dissolution, add 0.193gN,N-diethylaminosalicylicaldehyde and reflux for 48 hours, cooled, and the solid was precipitated, and the light yellow fluorescent sensor molecule solid was obtained by suction filtration, with a yield of 86%. IR(KBr,cm-1):3277,2969,1690,1630,1600,1515,1445,1354,1245,1132,783,650. 1HNMR(500MHz, CDCl3, δ): δ,12.17(2H),11.29(2H),8.69(2H),8.31-8.33(2H),8.28 (1H),7.36-7.34(2H),6.33(2H),6.16(2H),3.37(8H),1.13(12H).
