Method for the preparation of 2-hydroxybenzathrone and of...

C - Chemistry – Metallurgy – 09 – B

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260/236.22

C09B 3/02 (2006.01) C09B 3/04 (2006.01)

Patent

CA 1094060

ABSTRACT OF THE DISCLOSURE: A process is disclosed for the preparation of 2-hydroxy- benzanthrone and substituted derivatives thereof having the general formula: Image (I) wherein: R1 = H, OH R2, R3 = H, Cl, -OH, -OCH3, Image characterized in that an anthraquinone-1-diazonium salt is reacted with an olefinic compound of the formula: Image wherein X = CN or OCOCH3, in an alcoholic medium of a lower monovalent alcohol and in the presence of a catalytic quantity of cuprous chloride, at a temperature between 20° and 100°C, and that the reaction intermediate thus obtained is reacted successively with alkali in alcoholic solution. As the diazonium salt there is used an anthraquinone -1-diazonium sulphate prepared from : 1-amino-anthraquinone, 4-hydroxy-1-amino-anthra- quinone, 5-hydroxy-1-amino-anthraquinone, 5-methoxy-1-aminoanthra- quinone, 5-chloro-1-amino-anthraquinone, 6,7-dichloro-1-amino- anthraquinone, or 5-benzamido-1-aminoanthraquinone. Certain novel intermediates useful for the production of these 2-hydroxy- benzanthrone derivatives are disclosed, as well as certain novel dyes obtainable from the 2-hydroxybenzanthrone derivatives.

255392

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