den Hertog, H. J. published the artcileHetarynes. VI. Amination of bromoethoxypyridines, SDS of cas: 17117-13-4, the main research area is .
cf. CA 58, 11325a; 60, 1724d. Some bromoethoxypyridines were aminated with KNH2 in liquid NH3. The 3-bromo- and 4-bromoethoxypyridines reacted via hetaryne intermediates. The reaction of 2-bromo-6-ethoxypyridine proceeded via a rearrangement. 2-Bromo-4-ethoxypyridine, b2 104-6°, m. 35-6°, was prepared by treating 2-bromo-4-hydroxypyridine with diazoethane in Et2O for 16 hrs. at room temperature 4-Bromo-2-ethoxypyridine, m. 5.5-7°, was prepared from 4-amino-2-ethoxypyridine. Amination was carried out by adding 2.5 millimoles of the bromoethoxypyridine in Et2O to a solution prepared from 10 millimoles K and 30-40 ml. liquid NH3 in the presence of Fe(NO3)3 at -33° over a period of 10 min. (with stirring). The reaction-was stopped with 12 millimoles NH4Cl and the mixture evaporated, extracted with Et2O, and analyzed by gas chromatography. The following results were obtained [bromoethoxypyridine used and the aminoethoxypyridine(s) (molar ratio) produced given]: 4-bromo-2-ethoxy, 3-amino-2-ethoxy[-(1-2%)], 4-amino-2-ethoxy[-(98-99%)]; 4-bromo-3-ethoxy, 5-amino-3-ethoxy; 3-bromo-2-ethoxy, 3-amino-2-ethoxy (3), 4-amino-2-ethoxy (97); 3-bromo-4-ethoxy, 2-amino-4-ethoxy (55-60), 2-amino-5-bromo-4-ethoxy (15-20), 4-ethoxy (25); 3-bromo-5-ethoxy, 3-amino-5-ethoxy; 3-bromo-6-ethoxy, 3-amino-6-ethoxy (35), 4-amino-6-ethoxy (65); 2-bromo-3-ethoxy, 2-amino-3-ethoxy (99), 3-ethoxy (1); 2-bromo-4-ethoxy, 2-amino-4-ethoxy; 2-bromo-5-ethoxy, 2-amino-5-ethoxy (90-95), 5-ethoxy (5-10); 2-bromo-6-ethoxy, 2-amino-6-ethoxy (80-85), 4-amino-6-ethoxy (10-15).
Recueil des Travaux Chimiques des Pays-Bas published new progress about Amination. 17117-13-4 belongs to class pyridine-derivatives, name is 2-Bromo-4-ethoxypyridine, and the molecular formula is C7H8BrNO, SDS of cas: 17117-13-4.