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ChemicalBook CAS DataBase List 2-Amino-6-methoxy-3-nitropyridine

2-Amino-6-methoxy-3-nitropyridine synthesis

12synthesis methods
-

Yield: 86.5%

Reaction Conditions:

in methanol at 15 - 30; for 4 - 5 h;

Steps:

3 Synthesis of 2-amino-6-methoxy-3-nitropyridine
Sodium methoxide, 7.78 gm (0.144 mole) and methanol 50.0 ml were mixed and cooled to 15° C. To this solution, 25.0 gm of 2-amino-6-chloro-3-nitropyridine (0.144 mole) was added while maintaining the temperature at 15° C. by external cooling. The resulting mixture was heated to 25°-30° C. and maintained at this temperature for 4-5 hrs with constant stirring. The completion of reaction was monitored by TLC. After the completion of reaction, the reaction mixture was poured in water. The precipitate thus obtained was filtered and washed with water. On drying 21.0 gm of 2-amino-3-nitro-6-methoxypyridine (86.5% yield) was obtained, with the HPLC purity of 99.0%. Melting point 167°-169° C.; 1H-NMR (CDCl3) δ 3.89 ppm (s,-3H, OCH3), 66.14-6.16 ppm (d, 1H), 68.24-8.27 ppm (d, 1H), 68.16 ppm (s, -2H, -NH2).

References:

JUBILANT ORGANOSYS LIMITED US2006/80790, 2006, A1 Location in patent:Page/Page column 3

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