Preparation of 2-amino-6-bromopyridine_Industrial additives

Preparation background and overview of 2-amino-6-bromopyridine

2-Amino-substituted nitrogen-containing six-membered heterocyclic compounds have important applications in the chemical industry. For example, 2-amino-6-bromopyridine is one of the important structures in synthetic drugs and agricultural chemical molecules and is widely present in In the synthesis and application of natural products, drugs, luminescent materials and various indium fluoroborate fine chemicals.

Preparation of 2-amino-6-bromopyridine

Preparation of 2 di-tert-butyl dicarbonate-amino-6-bromopyridine: Add 2-fluoro-6-bromo-pyridine (1mmol) and pentamidine hydrochloride (2mmol) into a 25 ml reaction tube. Sodium tert-butoxide (3mmol), HO (0.5mL) and diglyme (2.5mL). The reaction was carried out at 150°C for 24 hours. After the reaction was completed, it was cooled to room temperature. Add 10 mL of ethyl acetate to quench the reaction, add 6 mL of saturated brine to wash, separate the organic phase, and then extract the aqueous phase 3 times with ethyl acetate (the amount of ethyl acetate used is 6 mL each time). Combine the organic phases, and add anhydrous sodium sulfate. Dry, and remove the solvent, including organic solvents and inorganic solvents, by distillation under reduced pressure. The organic solvent is then separated by column chromatography to obtain the target product 2-amino-6-bromopyridine with a yield of 93%. Qualitative characterization by GC-MS and NMR: GC-MS (EI, 70eV) m/z.174, 172, 93, 63. HNMR (600MHz, CDCl) δ7.21 (t, J=7.8Hz, 1H), 6.74 (d, J=7.5Hz, 1H), 6.37 (d, J=8.1Hz, 1H), 4.93 (s, 2H) ;

CNMR (151MHz, CDCl) δ158.73, 139.76, 139.70, 116.57, 106.77.