Nicotinic acid Nitration

After the evaporation of most of the liquid, the nicotinic acid nitrate from two runs is transferred to a 1.5-I. beaker, 400 cc. of distilled water is added (Note 4) and the mixture is heated unlil complete solution results. On cooling, the nicotinic acid nitrate separates as yellow granular crystals and is... 

The 420-460 g. of crude nicotinic acid nitrate from two runs (not necessarily dry) is dissolved in 900 cc. of boiling water in a 3-I. beaker and 800 g. of crystalline disodium phosphate (Na2HP04-i2H20) added with constant stirring. The resulting thick mixture is stirred and heated almost to boiling for five minutes and then allowed to cool. The mixture is finally chilled to o° by an ice bath. It is well to stir occasionally during the crystallization to prevent the formation of too solid a cake of crystalline material. The nicotinic acid is filtered off upon a 15-cm. Buchner funnel and washed with three 100-cc. portions of cold water. 

NOx abatement of tail gases from nitric acid plants and other NOx sources (e.g., adipic acid, nicotinic acid, nitrates calcination, etc.) has been implemented during the past 10 years in about 40 projects in 18 countries by applying two processes ... 

Note No higher nitrated d.erivs of anjinonico-tinic and amino-iso-nicotinic acids were found in Beil... 

Nicotinic acid adenine dinucleotide phosphate (NAA 315 Nicotinic acid hydroxylase 825 Nidogen 437 Ninhydrin 120,121s Nitrate reductase(s)... 

Nicotinic acid hydrochloride may be obtained directly from the nitrate by heating on a steam bath 460 g. of crude nitrate with 1000 cc. of concentrated hydrochloric acid (sp. gr. 1.19). After six to eight hours, the evolution of gas ceases and the liquid is evaporated under diminished pressure. The dry salt is again treated with 500 cc. of hydrochloric acid and heated for five hours and then evaporated as before. 

O-tethered P-keto esters, through the intermediacy of aiylidene keto esters, have been efficiently utilized for the construction of immobilized dihydropyridines. Ceric ammonium nitrate (CAN) oxidation to pyridines followed by acidolytic cleavage provides a facile entry into nicotinic acid derivatives 57 [42], A three-component Biginelli cyclization of ureas on resin with a solution mixture of aldehydes and P-keto esters provides dihydropyrimidines 58 in high yield and purity [43], Heterocycles such as dihydropyridines and pyrimidines have historically proven to be a rich source of antimicrobial, antitumor, antiviral, and cardiovascular agents. 

Problem 31.12 Because of the difficulty of nitrating pyridine, 3-aminopyridine is most conveniently made via nicotinic acid. Outline the synthesis of 3-aminopyridine from /3-picoline. 

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