2-Amino-5-nitro-4-picoline

695-34-1

21901-40-6

Example 9: Synthesis of 2-(1-aziridinyl)-4-carbamoyl-5-nitropyridine (Compound VI) Reagents and conditions: (i) HNO3/H2SO4; (ii) NaNO2; (iii) POCl3; (iv) Na2Cr2O7; (v) SOCl2/DMF, followed by NH4OH treatment; (vi) aziridine. Synthesis steps for compound 30: 1. cool concentrated sulfuric acid (240 mL) in an ice bath and slowly add raw compound 29 (2-amino-4-methylpyridine, 50 g, 0.462 mol), keeping the temperature at 0°C. 2. slowly add acid mixture prepared from concentrated sulfuric acid (98%, 55 mL) and concentrated nitric acid (72%, 55 mL) in a 1:1 volume ratio. 3. slowly heat to 50°C and react for 24 hours to ensure complete reaction. 4. Pour the reaction solution into 2 L of ice water, adjust the pH to 7 with a strong base, and filter to collect the precipitate. 5. Dry the filter cake to give 54 g of crude product. 6. The by-product 4-methyl-3-nitro-2-aminopyridine was removed by wet distillation and subsequently recrystallized in 95% ethanol to give 33 g of Compound 30 (2-amino-4-methyl-5-nitropyridine) with a melting point of 220-222 °C (Literature value: 220-222 °C). Yield: 46.6%.