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filingDate 1962-05-02-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1964-08-19-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-966805-A
titleOfInvention Process for the preparation of 2-methyl-3-hydroxypyridines
abstract Hydroxy-pyridines of formula: <FORM:0966805/C1/1> in which A and B are CHO, COOH, COOR1, CONH2, COX, CH2OR1, CN, CH2X, CH2NH2, CH2OH or CH2NHR, radicals (R1 is a hydrocarbon group and X is halogen) or A and B are hydrocarbon groups linked by an oxygen, nitrogen or sulphur atom, are prepared by intimately contacting 4-methyl -5- hydrocarbon oxyazoles with an ethylenic compound of formula A-CH=CH-B. Suitable ethylenic starting materials are, for example, maleic acid and fumaric acid and dialkyl esters thereof, fumaronitrile, fumaryl chloride and maleonitrile, or 2,5-dihydrofuran or in a modification of the process, maleic anhydride. When A and B are CH2OH groups the product is Vitamin B6 which may also be obtained by treating other products in known manner to convert the substituents A and B to hydroxymethyl groups. For example when A and B are carboxylic ester groups, or formyl groups they may be reduced with lithium aluminium hydride. When the ethylenic starting material is 2,5-dihydrofuran the product is the internal ether of Vitamin B6. The process may be carried out at elevated temperature in the presence of a solvent. The products are isolated in the form of their hydrochloride salts from which the free bases may be obtained by treatment with an alkali. Examples are given of the preparation of (a) Vitamin B6; (b) the internal ether of Vitamin B6; (c) diethyl -2- methyl -3- hydroxypyridine-4, 5-dicarboxylate; (d) 2-methyl -3- hydroxypyridine-5-carboxylate; (e) 2-methyl -3- hydroxy-4, 5-dicyanopyridine; (f) 2-methyl -3- hydroxy-4, 5-dimethoxymethyl pyridine and (g) 2-methyl -3- hydroxy -4- formyl -5- hydroxymethyl pyridine. Specification 966,804 is referred to.
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priorityDate 1961-05-15-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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