US 4,365,085 A · Bicyclic reductone developing agents

Abstract

The present invention relates to novel bicyclic compounds useful as photographic silver halide developing agents, to the preparation of these compounds and to photographic products, processes and compositions employing the same. The subject compounds may be represented by the formula ##STR1## wherein R.sub.1 and R.sub.2, the same or different, each represents hydrogen, a hydrocarbon moiety, preferably an alkyl group, --COOH or --COOR.sup.1 wherein R.sup.1 is an alkyl group; R.sub.3 and R.sub.4, the same or different, each represent hydrogen or an alkyl group, R.sub.5 represents hydrogen or --COR.sup.2 wherein R.sup.2 is an alkyl group; R.sub.6 represents hydrogen when R.sub.5 is hydrogen and represents hydrogen or --OCOR.sup.3 wherein R.sup.3 is an alkyl group the same as R.sup.2 when R.sub.5 represents --COR.sup.2 ; X represents --OH, --NH.sub.2 or --NHCOR.sup.4 wherein R.sup.4 represents an alkyl group the same as R.sup.2 ; Y represents --OH or --OCOR.sup.5 wherein R.sup.5 represents an alkyl group the same as R.sup.2 ; and Z represents .dbd.O or .dbd.NCOR.sup.6 wherein R.sup.6 is an alkyl group the same as R.sup.2.

Claims15

Dependent claims

A compound of the formula ##STR9## wherein R.sub.1 and R.sub.2, the same or different, each represent hydrogen, an alkyl group, --COOH or --COOR.sup.1 wherein R.sup.1 is an alkyl group;

R.sub.3 and R.sub.4, the same or different, each represent hydrogen or an alkyl group, R.sub.5 represents hydrogen or --COR.sup.2 wherein R.sup.2 is an alkyl group containing 1-6 carbon atoms;
R.sub.6 represents hydrogen when R.sub.5 is hydrogen and represents hydrogen or --OCOR.sup.3 wherein R.sup.3 is an alkyl group the same as R.sup.2 when R.sub.5 represents --COR.sup.2 provided that when R.sub.6 is --OCOR.sup.3, Y is --OCOR.sup.5 ;
X represents --OH or --NH.sub.2 when Y is --OH or X represents --NHCOR.sup.4 wherein R.sup.4 represents an alkyl group the same as R.sup.2 when Y is --OCOR.sup.5 ;
Y represents --OH or --OCOR.sup.5 wherein R.sup.5 represents an alkyl group the same as R.sup.2 ;
and Z represents O when Y is --OH or NCOR.sup.6 wherein R.sup.6 is an alkyl group the same as R.sup.2 when Y is --OCOR.sup.5.

2 more elements

A process of preparing certain bicyclic compounds which comprises hydrogenating a mixture of

(a) a bicyclic nitronate salt of the formula ##STR14## wherein R.sub.1 and R.sub.2, the same or different, each represent hydrogen, an alkyl group, --COOH or --COOR.sup.1 wherein R.sup.1 is an alkyl group;
R.sub.3 and R.sub.4, the same or different, each represent hydrogen or an alkyl group;
and R.sub.7 and R.sub.8 taken separately each represent alkyl groups containing 1 to 6 carbon atoms and taken together represent the atoms necessary to complete a saturated 5 or 6 member heterocyclic moiety and (b) an anhydride of a monocarboxylic alkanoic acid by introducing hydrogen at a pressure of between about 40 and 50 lbs per square inch in the presence of a hydrogenation catalyst at ambient temperature to yield (c) the corresponding acylated bicyclic compound of the formula ##STR15## wherein R.sup.2 is an alkyl group containing 1-6 carbon atoms;
R is hydrogen or --OCOR.sup.3 wherein R.sup.3 is an alkyl group the same as R.sup.2 ;
R.sup.4, R.sup.5 and R.sup.6 each are alkyl groups the same as R.sup.2 ;
and R.sub.1, R.sub.2, R.sub.3 and R.sub.4 have the same meaning given above.

3 more elements

Dependencies are inferred from the claim text.

Bicyclic reductone developing agents

Life of this patent

Bicyclic reductone developing agents

Life of this patent

Abstract

Claims15