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ChemicalBook CAS DataBase List 2,6-Pyridinedicarboxaldehyde
5431-44-7

2,6-Pyridinedicarboxaldehyde synthesis

12synthesis methods
Pyrrolidine,1,1'-(2,6-pyridinediyldicarbonyl)bis- (9CI)

69839-04-9

2,6-Pyridinedicarboxaldehyde

5431-44-7

General procedure for the synthesis of 2,6-pyridinedicarboxaldehyde from the compound (CAS: 69839-04-9): to a stirring LiAlH4 solution (0.31 g, 8.24 mmol; dissolved in 3 mL of anhydrous THF) at 0 °C, slowly add dropwise 2,6-bis(1-pyrrolidinocarbonyl)pyridine (3.0 g, 11 mmol) to anhydrous THF ( 20 mL) solution. The reaction mixture was stirred in 30 mL of anhydrous THF for 16 h. After 40 min, the reaction mixture was carefully hydrolyzed with 2 M aqueous hydrochloric acid. The organic phase was separated and the aqueous phase was extracted with CH2Cl2 (5 x 10 mL). The organic phase was combined and dried with Na2SO4. The solvent was removed in vacuum and the product was recrystallized by ether to give an almost colorless powdered 2,6-pyridinedicarboxaldehyde. The yield was 1.30 g (76% yield).

-

Yield:5431-44-7 99%

Reaction Conditions:

with selenium(IV) dioxide in 1,4-dioxane; for 2 h;Reflux;

Steps:

3.3 Step 2) Preparation of pyridine-2,6-dicarbaldehyde

300 mg (2.17 mmol) of the compound prepared in the above step 2) was dissolved in 50 ml of 1,4-dioxane, 2.6 g (23.8 mmol) of selenium dioxide was added, and the mixture was refluxed with stirring for 2 hours. After completion of the reaction, the reaction mixture was cooled to room temperature and filtered through a celite-filled filter to remove selenium dioxide. The obtained filtrate was distilled under reduced pressure and dried under reduced pressure to give the title compound (300 mg, 99%).

References:

KR2015/77974,2015,A Location in patent:Paragraph 0038-0039; 0083-0085

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