Aldehydes of 2-hydroxy-naphthalene-3-carboxylic acid arylides

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

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260250P, 2602564Q, 260326N, C07D23526

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active

040740536

ABSTRACT:
Aldehydes of a 2-hydroxy-naphthalene-3-carboxylic acid arylide of the general formula ##STR1## IN WHICH X represents a hydrogen, chlorine or bromine atom, and Ar represents a naphthyl group, a benzimidazolone, chlorobenzimidazolone, quinazolone, quinoxaline, phthalimide, phthalazine group or a phenyl group which may carry 1 to 3 lower alkyl, lower alkoxy, lower alkylsulfonyl, lower carboalkoxy, halogen, trifluoromethyl, nitro, cyano, lower alkanoylamino, benzoylamino, carboxamido or sulfoamido groups, and a process for their preparation wherein the corresponding 2-hydroxy-naphthalene-3-carboxylic acid arylide is reacted in a lower aliphatic carboxylic acid with hexamethylene tetramine and a mineral acid.
These aldehydes are valuable intermediate products for the synthesis of optical brighteners, pharmaceuticals and, in particular, of azamethine pigments which are obtained by condensation of these aldehydes with suitable amines. The pigments thus obtained are distinguished by good fastness properties and are especially suitable for the printing of paper and the coloring of lacquers, varnishes and plastics.

REFERENCES:
patent: 3875200 (1975-04-01), L'Eplattenier et al.
Choubal et al. J. Indian Chem. Soc. 1958, vol. 35, pp. 860-864.
Kamel et al. Chem. Abst. 1966, vol. 64, col. 9707.
Rees et al. Chem. Abst. 1971, vol. 75, No. 98418p.

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