Synthesis of 2-substituted-5-methyl-pyridines and intermediates

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

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546188, 546250, 546251, 546291, C07D40112

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046580310

ABSTRACT:
A process for the synthesis of compounds which are known intermediates for the pyridyloxyphenoxy herbicies as well as intermediates used in the process. Propionaldehyde and an acrylic compound, two readily available starting materials, are reacted to form a 2-formylpentanoic compound which is cyclized to a dihydro pyridone which is then oxidized to the 2-hydroxy pyridine. The hydroxypyridine may be halogenated to a 2-halopyridine.

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Moriconi et al. "Journal of Organic Chemistry", vol. 36, No. 19, pp. 2841-2849 (1971).
Brannock et al, "Journal of Organic Chemistry", vol. 26, pp. 625-626 (1961).
Firrell et al, "J. Chem. Soc.", (B) pp. 351-353 (1971).
Mannich et al, "Chem. Berichte", vol. 74, pp. 1629-1643 (1941).
Benzing, "Angew. Chem.", vol. 71, p. 521 (1959).
Brannock et al, "Journal of Organic Chemistry", vol. 29, pp. 801-812 (1964).
Abstract of 140th AOS Meeting (1961), Abstract No. 84, Brannock et al.

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