GB517197A - Improvements in or relating to colour photography - Google Patents

Abstract

517,197. Acidylimino compounds. KENDALL, J. D., and COLLINS, R. B. July 22, 1938. No. 21825. Drawings to Specification. [Class 2 (iii)] [Also in Group XX] Compounds of formula Y = N-CO-CH2- X.in which X is a cyano group, acyl group, or esterified carboxyl group and Y is a heterocyclic nucleus such as substituted or unsubstituted thiazole and corresponding polycyclic compounds such as benzthiazoles, napthtathiazoles, and anthrathiazoles, thiazolines, oxazoles, oxazolines, selerazolines, pyridines, quinolines, indolenines, diazines including pyrimidines, thiodiazoles, and quinazolines, and the diazoles described in Specification 425,609, and in which the heterocyclic nuclei may be substituted by alkyl, aralkyl, or aryl groups, amino or substituted amino groups, hydroxy, alkoxy, or aryloxy groups, nitro groups, or halogen atoms, and in which, when X is aryl the alkyl or aryl residue thereof may be substituted, for example, by another acyl group, or when X is an esterified carboxyl group the ester grouping may be either a substituted or unsubstituted alkyl, aralkyl or aryl group are prepared (a) by condensing alpha-imino substituted 5-membered nitrogen ring compounds or alpha- or #-imino substituted 6-membered nitrogen ring compounds with compounds of formula A-CO-CH2-X, where X is cyano, acyl, or esterified carboxyl, and A is reactable with the imino hydrogen to form a compound split off under the reaction conditions, for example, alkoxy, hydroxy, amino, substituted amino, or halogen. 1-imino- 2-methyldihydrobenzthiazole may be condensed with ethyl cyanacetate diethyl malonete,, or ethyl acetoacetate by heating therewith in an oil bath to 140-180‹C. In the last case 1-#- acetoacetylimino -2-methyl-dihydrobenzthiazole is produced. The corresponding amino derivatives of the nitrogen ring compounds may be condensed in the form of their alkyl halide salts with the second components. 1- w-cyanacetylimino - 2 - methyldihydrothiazole is produced by heating together on an oil bath 1-amino-2- methylthiazole and ethylcyanacetate. 1-#- furoylacetatylimino - 2 - ethyldihydrobenzthiazole is similarly prepared from 1-imino-2- ethylbenzthiazole and ethylfuroylacetate, and 1-methyl-2- #-cyanacetyliminodihydroquinoline from 1 - methyl - 2 - iminoquinoline and ethyl cyanacetate. The Provisional Specification refers also to colour formers in which Y is a cyclic nucleus, and to a method'of preparation in which the alkylhalide salt of a heterocyclic compound containing a thioether group is condensed with a compound of formula NH 2.CO.CH2X.