IMPROVED CHICHIBABIN'S METHOD FOR AMINATION OF PYRIDINE DERIVATIVES Russian patent published in 2001 - IPC

FIELD: organic synthesis. SUBSTANCE: invention improves Chichibabin's amination method, consisting in action of ammonia-containing gas phase at elevated pressures, in that reaction participants are organic solvent, pyridine base, sodium amide, and a reaction-catalyzing organic additive selected from those described by following formulas: formula (I), wherein X is oxygen, imino group or CO₂, R¹ and R², independently from each other, are hydrogen or lower alkyl, and n=1-6; formula (II), wherein Y is oxygen or imino group, R³ and R⁴ are hydrogen atoms, and m and o vary from 1 to 6; formula (III), wherein Z is carbon or sulfur atoms, A oxygen atom, and R⁵ and R⁶ lower alkyl or phenyl; formula R⁷-B, wherein B denotes groups OR⁸ or NR⁹R¹⁰ (in which R⁷ is lower alkyl, R⁸ and R⁹ hydrogen atoms, and R¹⁰ lower alkyl); formula (V), wherein G is hydroxyl or group R¹¹OH (in which R¹¹ denotes lower alkyl); formula (VI), wherein B is amino group and p= 1-3; and formula (VII), wherein B is NO₂, OR⁸, or NR¹²R¹³ group (in which R¹² and R¹³ denote lower alkyl or methoxy group), and p=1-3; or this additive can be a cyclic ether, hexamethylphosphoroamide, tetramethylammonium acetate, or hexine. EFFECT: accelerated reaction with the same yield of desired product. 26 cl, 5 tbl, 73 ex