Application examples of 3,4-diaminopyridine_Industrial additives

Background and overview of application examples of 3,4-diaminopyridine

3,4-Diaminopyridine is an organic intermediate that can be prepared from 4-hydroxypyridine through nitration, chlorination, ammonia nucleophilic substitution and reduction reactions. There are reports in the literature that it can be used to prepare an electron acceptor pyridoheterocyclic compound and imidazole ligand.

Application examples of 3,4-diaminopyridine

Application examples of 3,4-diaminopyridine Application 1.

CN201410249539.0 discloses a method for preparing an electron acceptor pyridoheterocyclic compound, which is characterized by including the following steps: (1) Bromination reaction: 3,4-diaminopyridine, 44-52% HBr Stir and react with bromine water at 92-99°C for 20-30 hours. After the reaction is completed, pour into ice water to quench, neutralize, extract, dry over magnesium sulfate, and column separate to obtain 2,5-dibromo-3,4-di. Aminopyridine; (2) Condensation ring closure of 2,5-dibromo-3,4-diaminopyridine to obtain pyridoheterocycle. The outstanding features of the preparation method of pyridothiadiazole, pyridoselenodiazole and pyridopyrazine derivatives of the present invention are: A. Low raw material prices and low process costs; B. The reaction process is simple to operate. The reaction does not require high temperature and high pressure; C. The product yield is moderately high and is suitable for industrial production.

Application examples of 3,4-diaminopyridine Application 2.

CN201910463257.3 reports a synthesis method of imidazole ligands, which includes: (1) Evenly mixing compound 1 and compound 2 together in a molar ratio of 1:3 to 1:3.4, and then Under the polyphosphoric acid system, reflux the reaction at 150-170°C for 12-15 hours. After the reaction is completed, cool to room temperature; (2) Dilute the reaction stock solution in the above step (1) with deionized water, cool and filter to obtain a white precipitate, and precipitate the boric acid precipitate Neutralize with Na2CO3 solution, let the neutralized solution cool and filter to obtain a crude product; recrystallize the crude product in methanol solution three times, filter, wash and dry under vacuum to obtain a light yellow solid, namely compound 3: 5-(1H- Imidazo[4,5-c]pyridin-2-yl)-1,3-bis(3H-imidazo[4,5-c]pyridin-2-yl)benzene; the compound 1 is pyridine Ketoformic acid; the compound 2 is 3,4-diaminopyridine. The compound 3 is simple to synthesize and contains benzene ring, imidazole, pyridine and other groups, and can be applied in the field of biological detection.

References

[1] From Repub. Korean Kongkae Taeho Kongbo, 2018031272, 28 Mar 2018

[2] CN201410249539.0 Preparation method of electron acceptor pyridoheterocyclic compound

[3] CN201910463257.3 Synthesis method and biological detection application of imidazole ligand

TAG: 3,4-diaminopyridine, 4-hydroxypyridine, imidazole ligand

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