Klosa, Josef published the artcileSynthesis of carboxylic acid amides from carboxylic acids and amines by means of polyphosphoric acid, Application In Synthesis of 530-40-5, the publication is Journal fuer Praktische Chemie (Leipzig) (1966), 31(1-2), 41-8, database is CAplus.
4-Amino-1-phenyl-2,3-dimethyl-5-pyrazolone (I) (100 g.) and 62 g. nicotinic acid (II) added with stirring in portions at 100-10° to 300 g. polyphosphoric acid (III) and heated 1.5-2 hrs. at 160-80° gave 135-40 g. 4-(pyridine-3-carboxamido)-2,3-dimethyl-1-phenyl-5-pyrazolone (IV), m. 256-8°. I (100 g.) and 62 g. II treated with 300-400 g. III, heated with occasional stirring to 100-20° and then during 1-2 hrs. to 160-80°, poured into 1-2 l. H2O, and stirred 1-2 hrs. gave 145 g. IV. Similarly were prepared the following analogs of IV (4-substituent, m.p., and % yield given): pyridine-4-carboxamido, 273-5°, 90; 6-methylpyridine-2-carboxamido, 206-8°, 80; 4-methylpyridine-3-carboxamido, 248-60°, 65; 4-ethylpyridine-3-carboxamido, 240-2°, 70; 2,4-dimethylpyridine-3-carboxamido, 267-9° (MeOH), 75; 2,6-dimethyl-3-pyridinecarboxamido, 264-6° (MeOH), 85; 2-methylpyridine-5-carboxamido, >280° (decomposition), 78; 2-methylpyridine-4-carboxamido, >300° (decomposition), 70; 2,4,6-trimethylpyridine-3-carboxamido, >300° (decomposition with charring), 82; 2,3,4-trimethylpyridine-5-carboxamido, >300° (decomposition with charring), 80; 6-phenylpyridine-5-carboxamido, 270-2° (decomposition), 65; 2-methyl-6-phenylpyridine-3-carboxamido, >290° (decomposition), 65; 4-chloropyridine-2-carboxamido, >265-7° (decomposition), 65; 5-chloropyridine-2-carboxamido, >280° (decomposition), 75; 2-chloropyridine-3-carboxamido, from 260° (decomposition), 70; 3-chloropyridine-4-carboxamido, >300° (decomposition), 85; 4,6-dichloropyridine-2-carboxamido, from 250° (decomposition with browning), 68; 2,3-dichloropyridine-5-carboxamido, from 260° (decomposition and browning), 88; 2,6-dichloropyridine-4-carboxamido, >280°, 85; 2-hydroxypyridine-5-carboxamido, >300°, 65; 2-hydroxy-3-chloropyridine-5-carboxamido, >300° (decomposition), 60; 2-hydroxy-6-chloropyridine-4-carboxamido, from 270° (decomposition), 65; 2-phenylquinoline-4-carboxamido, 245-7°, 90; 2-phenyl-6-methoxyquinoline-4-carboxamido, 282-4°, 75. Similarly were prepared the following compounds (m.p. or b.p. and % yield given): p-ethoxyanilide of II, 170-2°, 60; diethylamide of II, 276-8°/760 mm., 65; piperidide of II, 314-16°/760, 60; diethylamide of isonicotinic acid (V), 26-8°, 68; p-ethoxyanilide of V, 198-290°, 75; 2-methylpyridine-5-carboxanilide (VI), 138-40°, 68; 2-Ph analog of VI, 200-2°, 70.
Journal fuer Praktische Chemie (Leipzig) published new progress about 530-40-5. 530-40-5 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is N,N-Diethylisonicotinamide, and the molecular formula is C10H14N2O, Application In Synthesis of 530-40-5.
Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics