Process for the preparation of nicotinic acids

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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546315, C07D21355

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active

057393427

ABSTRACT:
The present invention relates to an improved process for the preparation of nicotinic acids represented by the following structural formula (I): ##STR1## which are prepared by reacting a nicotinic amide compound having the formula: ##STR2## under acidic conditions with a nitrite salt. In the process of the invention have the groups R.sup.1, R.sup.2, and R.sup.3, in the compounds are independently selected from the group consisting of hydrogen, and halogen atoms and R.sup.4 is selected from the group consisting of hydrogen, lower alkyl and aryl. The process provides the nicotinic acid compounds in improved yields.

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Chu, D., et al., "Synthesis and Structure-Activity Relationships of New Arylfluoronaphthyridine Antibacterial Agents", J. Med. Chem., vol. 29, No. 11, pp. 2363-2369, 1986.
Mann, F., et al., "The Synthesis and Properties of 1:7-Dialkyl Xanthines", University Chemical Laboratory, Cambridge, pp. 751-760, 1945.
White, E., "The Chemistry of the N-Alkyl-N-nitrosoamides. I. Methods of Preparation", Contribution No. 1262 From the Sterling Chemistry Laboratory, Yale University, vol. 77, pp. 6008-6010, Nov. 20, 1955.
White, E., "The Chemistry of the N-Alkyl-N-nitrosoamides. II. A New Method For The Deamination of Aliphatic Amines", Contribution No. 1263 From the Sterling Chemistry Laboratory, Yale University, vol. 77, pp. 6011-6014, Nov. 20, 1955.

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