Process for the production of 6-methylnicotinic acid ester

Details Process for the production of 6-methylnicotinic acid ester Process for the production of 6-methylnicotinic acid ester

Filed on

1984-05-02

Date issued

1986-04-01

Examiner

Jiles, Henry R.

Patent Class

Organic compounds -- part of the class 532-570 series

SubClass

Organic compounds

SubSubClass

Heterocyclic carbon compounds containing a hetero ring...

Other Related Categories

C07D21178

Type

Patent

Status

active

Patent number

045799539

Description

ABSTRACT:
A process for the production of 6-methylnicotinic acid ester by oxidation of 2-methyl-5-ethylpyridine at an elevated temperature. Specifically, 2-methyl-5-ethylpyridine is mixed while cooling with at least a molar quantity of sulfuric acid. The mixture is heated to a temperature of 140.degree. to 225.degree. C. At least 3 moles of nitric acid per mole of educt is added to the heated mixture in such a way that water and/or diluted nitric acid are continuously distilled off. The distillation after addition of the nitric acid which is needed for the oxidation is continued until all of the water and all of the nitric acid are removed. Subsequently the reaction mixture is mixed with an alcohol and the alcoholic reaction mixture is heated until the acids contained in the reaction mixture are esterified. The 6-methylnicotinic acid ester is isolated from the ester mixture.

REFERENCES:
patent: 2522163 (1950-09-01), Cislak et al.
patent: 2749350 (1956-06-01), Nowlin et al.
patent: 2991285 (1961-07-01), Feely et al.
patent: 2993904 (1961-07-01), Mehan et al.
Noller, Textbook of Organic Chemistry, W. B. Saunders Co., Philadelphia, 1966, p. 173.
Castle, et al., J. Org. Chem., vol. 24 (1959), p. 1190.
Murahashi, et al., Chem. Abst., vol. 45, 1951, 9054g.

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