2-Amino-5-nitro-4-picoline

orange to yellow-brown powder

Synthesis of the 2-(1-ethyleneimine)-4-carbamoyl-5-nitropyridine (compound VI) [Show Image][Show Image] The reagents used was ( i ) HNOA solution of 150 ml of concentrated H2SO4 was charged into a 500 ml round bottom flask and placed in a low temperature cold bath at -5 ° C. After 20 minutes, 50 g of raw material 22 (2-amino-4-methylpyridine) was added in portions and the solution was gradually purified from the colorless clear solution Into a yellow viscous solution, the whole process to keep the internal temperature does not exceed 0 .Preparation of 34ml concentrated HConcentrated sulfuric acid (120 mL) was cooled in an ice bath at 0°C. 2-Amino-4-methylpyridine (25.0 g, 230 mmol) was added portionwise. A mixture of concentrated sulfuric acid (18 mL) and concentrated nitric acid (17.5 mL) was added with addition funnel over 1 h, maintaining the temperature at 0°C. The reaction mixture was then warmed to room temperature over 4 h. After 15 h, the reaction mixture was heated at 60°C for 1 h, and then at 100°C for 1 h. The reaction mixture was poured over ice and adjusted to pH 4-5 with 6 N aqueous sodium hydroxide. The 3-regioisomer was removed by steam distillation (9.11 g, 26percent). The remaining residue was extracted with methylene chloride and dried over sodium sulfate, and the solvent was evaporated. The dark yellow solid was crystallized from acetonitrile and methanol to give 2-amino-4-methyl-5- nitropyridine (9.53 g, 27percent) as a dark yellow solid: Ste 1: 4-methyl-5-nitropyridin-2-amineTo the solution of 4-methylpyridin-2-amine (5.80 g, 53.6 mmol) in COW.HThe syntheses of several 2-aminonitropyridines were described previously by Talik and Talik [29]. Their methods were applied in the syntheses of I–III compounds using commercially available 2-amino-4-methylpyridine (Fluka, >99percent). These compounds were obtained as follows: 25 g of appropriate 2-amino-4-methylpyridine were dissolved in 125 cm

Molecular Weight:153.14
XLogP3:0.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Exact Mass:153.053826475
Monoisotopic Mass:153.053826475
Topological Polar Surface Area:84.7
Heavy Atom Count:11
Complexity:156
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes