Preparation method of 2-amino-6-methyl-5-chloropyridine_Industrial additives

Background and overview of the preparation method of 2-amino-6-methyl-5-chloropyridine

2-Amino-6-methyl-5-chloropyridine is an organic intermediate that can be obtained by chlorination of 2-amino-6-methylpyridine.

Preparation method of 2-amino-6-methyl-5-chloropyridine

Method 1: 2-Amino-6-methyl-5-chloropyridine is prepared as follows:

The specific steps are as follows: within 20 minutes, add NCS (13.4g, 100mmol) in 60mL dry DMF and 6-methylpyridin-2-amine (10.80g, 100mmol) in 50mL dropwise at 0°C. Dry the solution in DMF. The resulting brown solution was stirred at 0°C for 1 hour and at room temperature for 3 hours, and then poured into 30 ml of ethyl propylene carbonate and ice water. The resulting mixture was extracted with EtOAc, washed with water and brine, dried over anhydrous sodium sulfate and concentrated. The residue was purified by column chromatography to give 2-amino-6-methyl-5-chloropyridine.

Method 2: 2-Amino-6-methyl-5-chloropyridine is prepared as follows:

The specific steps are as follows: 2-amino-6-methylpyridine (AcrosOrganics (1.08g, 0.01mol)) is treated with N-chlorosuccinimide. The mixture was stirred at room temperature for 3 hours, during which time a white solid formed. Water (300 ml) was added and the mixture was stirred at room temperature for 1 hour. The mixture was filtered and the solid was washed with water (3x500ml). The solid was air dried and recrystallized from EtOAc/hexane. 2-Amino-6-methyl-5-chloropyridine was obtained as a light yellow solid (MP: 73-74°C).

Preparation method and application of 2-amino-6-methyl-5-chloropyridine

2-Amino-6-methyl-5-chloropyridine is an organic intermediate. If the following reaction occurs:

The specific steps are as follows: Combine 2-amino-5-chloro-6-methylpyridine (IJT-001-090; 1.43g, 0.01mol) and 2,3,5-trichlorobenzaldehyde (AcrosOrganics (2.09g) , 0.01 mol)) and 8-hydroxyquinoline (AcrosOr hydroxymethylpyridine ganics (1.45 g, 0.01 mol)) were mixed in 50 ml of absolute EtOH to obtain the target Betti condensation product as an off-white solid (MP: 99-101°C). ：