Zeneca Limited

Imperial Chemical Industries Limited

Daniel Levin

Brian Geoffrey Cox

Jan Michael Fielden

Colin Hardy

Tony R Martin

Ralph Shuttleworth

Jerzy Czyzewski

Process for the preparation of 2-hydroxyarylaldehydes under reduced

Method for the preparation of 2 hydroxybenzonitrile

A method for the preparation of a 2-hydroxyarylaldoxime which comprises reacting hydroxylamine with a 2-hydroxyarylaldehyde, said reaction being performed in the presence of a compound of a metal of Group II, Group III, Group IVA or Group VIA of the Periodic Table and/or under such conditions that the 2-hydroxyarylaldehyde is at least partially in the form of a salt and/or complex of a metal of Group II, Group III, Group IVA or Group VIA of the Periodic Table.

Method for the preparation of 2-hydroxyarylaldoximes

A method for the preparation of a 2-hydroxyarylaldehyde which comprises reacting an aryloxymagnesium halide derived from a phenol having at least one free ortho position relative to the phenolic hydroxy group with formaldehyde or a formaldehyde-liberating compound under substantially anhydrous conditions in the presence of a polar organic solvent other than hexamethylphosphoramide or 1,3-dimethyl-3,4,5,6-2(1H)-pyrimidone.

Chemical process for the preparation of a 2-hydroxyarylaldehyde

A method for the preparation of a 2-hydroxyarylaldehyde which comprises reacting a magnesium bis-hydrocarbyloxide derived at least in part from a hydroxyaromatic compound having at least one free position ortho to the hydroxyl group with formaldehyde or formaldehyde-liberating compound under substantially anhydrous conditions.

Process for the preparation of 2-hydroxyarylaldehydes

A method for the preparation of a 2-hydroxymandelic acid of the formula ##STR1## wherein R represents an alkyl radical containing from 7 to 12 carbon atoms which comprises reacting glyoxylic acid with a phenol of the formula: ##STR2## under acid conditions. Oxidation of the 2-hydroxymandelic acid to the corresponding 2-hydroxybenzaldehyde is also described.

Process for making 2-hydroxymandelic acid and 2-hydroxybenzaldehydes

A process for preparing a compound of formula (II): ##STR1## or a tautomer or salt thereof in substantially pure form wherein R.sup.1 is C.sub.1-6 alkyl optionally substituted by one or more halogen atoms; R.sup.3 is hydrogen, fluorine, chlorine, bromine or iodine, C.sub.1-6 alkyl, trifluoromethyl or a cyano group; R.sup.4 is hydrogen, fluorine, chlorine, bromine, iodine or trifluoromethyl; R.sup.5 is fluorine, chlorine, bromine, iodine or trifluoromethyl; and R.sup.6 is hydrogen or C.sub.1-4 alkyl; which process comprises nitrating a compound of formula (III): ##STR2## or a salt thereof wherein R.sup.1, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are as defined above, in a solvent which is resistant to nitration under the desired reaction conditions and suitable for purification of the product of formula (II), heating the resultant solution to a temperature sufficient to at least partially dissolve the desired product and impurities and cooling the solution to precipitate the compound of formula (II) in substantially pure form.

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Manchester, United Kingdom

Daniel Levin