Stilbene compounds

Claim 2

Stilbene compounds of the formula ##STR56## wherein R 1 denotes hydrogen, chlorine, alkyl with 1 to 8 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkoxycarbonyl with 1 to 4 carbon atoms in the alkoxy rest, cyanoalkyl, alkylsulphonyl, phenylalkyl with 1 to 3 carbon atoms in the alkyl part, sulfamoyl, cyclohexyl, phenyl, phenylsulphonyl or benzyl, R 2 denotes hydrogen or alkyl with 1 to 4 carbon atoms and R' denotes a radical ##STR57## wherein R 3 represents hydrogen, chlorine, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, carbalkoxy with 2 to 5 carbon atoms, unsubstituted sulphamoyl or sulphamoyl which is monosubstituted or disubstituted by alkyl or hydroxyalkyl with 1 to 4 carbon atoms or represents alkylsulphonyl with 1 to 4 carbon atoms.

Claim 3

Stilbene compounds according to claim 1, of the formula ##STR58## wherein R 1 denotes hydrogen, chlorine, alkyl with 1 to 8 carbon atoms, cyclohexyl, phenylalkyl with 1 to 3 carbon atoms in the alkyl part, phenyl or alkoxy with 1 to 4 carbon atoms, R 2 denotes hydrogen or alkyl with 1 to 4 carbon atoms and R' denotes a radical ##STR59## wherein R 3 represents hydrogen, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, chlorine, carbalkoxy with 2 to 5 carbon atoms, unsubstituted sulphamoyl or sulphamoyl which is monosubstituted or disubstituted by alkyl or hydroxyalkyl with 1 to 4 carbon atoms or represents alkylsulphonyl with 1 to 4 carbon atoms.

Claim 4

Stilbene compounds according to claim 2, of the formula ##STR60## wherein R 1 denotes hydrogen, chlorine, alkyl with 1 to 8 carbon atoms, cyclohexyl, phenylakyl with 1 to 3 carbon atoms in the alkyl part, phenyl or alkoxy with 1 to 4 carbon atoms, R 2 denotes hydrogen or alkyl with 1 to 4 carbon atoms and R" denotes the radical ##STR61##

Claim 5

Stilbene compounds according to claim 3, of the formula ##STR62## wherein R 1 denotes hydrogen, chlorine, alkyl with 1 to 8 carbon atoms, cyclohexyl, phenylakyl with 1 to 3 carbon atoms in the alkyl part, phenyl or alkoxy with 1 to 4 carbon atoms and R 2 denotes hydrogen or alkyl with 1 to 4 carbon atoms.

Claim 6

Stilbene compounds according to claim 3 of the formula ##STR63## wherein R 1 denotes hydrogen, chlorine, alkyl with 1 to 8 carbon atoms, cyclohexyl, phenylakyl with 1 to 3 carbon atoms in the alkyl part, phenyl or alkoxy with 1 to 4 carbon atoms and R 2 denotes hydrogen or alkyl with 1 to 4 carbon atoms.

Claim 7

Stilbene compounds according to claim 2 of the formula ##STR64## wherein R' denotes a radical ##STR65## wherein R 3 denotes hydrogen, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, chlorine, carbalkoxy with 2 to 5 carbon atoms, unsubstituted sulphamoyl or sulphamoyl which is monosubstituted or disubstituted by alkyl or hydroxyalkyl with 1 to 4 carbon atoms or denotes alkylsulphonyl with 1 to 4 carbon atoms.

Claim 8

Stilbene compounds according to claim 6 of the formula ##STR66## wherein R 3 denotes hydrogen, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, chlorine, carbalkoxy with 2 to 5 carbon atoms, unsubstituted sulphamoyl or sulphamoyl which is monosubstituted or disubstituted by alkyl or hydroxyalkyl with 1 to 4 carbon atoms or denotes alkylsulphonyl with 1 to 4 carbon atoms.

Claim 9

Stilbene compounds according to claim 6 of the formula ##STR67## where R 3 denotes hydrogen, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, chlorine, carbalkoxy with 2 to 5 carbon atoms, unsubstituted sulphamoyl or sulphamoyl which is monosubstituted or disubstituted by alkyl or hydroxyalkyl with 1 to 4 carbon atoms or denotes alkylsulphonyl with 1 to 4 carbon atoms.

Claim 10

Stilbene compounds according to claim 3 of the formula ##STR68##

Claim 11

Stilbene compounds according to claim 3 of the formula ##STR69##

Claim 12

The compound according to claim 10 of the formula ##STR70##

Claim 13

The compound according to claim 10 of the formula ##STR71##

Claim 14

The compound according to claim 3 of the formula ##STR72##

Claim 15

The compound according to claim 5 of the formula ##STR73##

Claim 16

The compound according to claim 4 of the formula ##STR74##

Claim 17

Process for the manufacture of stilbene compounds of the formula ##STR75## wherein R denotes the radical ##STR76## and wherein the rings, A, B, C, D and E can possess nonchromophoric substituents selected from the group consisting of chlorine, alkyl with 1 to 8 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkoxycarbonyl with 1 to 4 carbon atoms in the alkoxy rest, cyanoalkyl, alkylsulphonyl with 1 to 4 carbon atoms in the alkyl rest, phenylalkyl with 1 to 3 carbon atoms in the alkyl part, sulfamoyl, cyclohexyl, phenyl, phenylsulphonyl or benzyl, which comprises reacting a methyl compound of the formula ##STR77## in dimethylformamide as the reaction medium and in the presence of a strongly basic alkali metal compound, with a Schiff's base of the formula ##STR78## wherein A, B, C and R have the abovementioned meaning and Ar denotes an aromatic radical, the reaction mixture being irradiated with an effective amount of UV light to initiate the reaction.

Claim 18

Process for the manufacture of stilbene compounds of the formula ##STR75## wherein R denotes the radical ##STR76## and wherein the rings, A, B, C, D and E can possess nonchromophoric substituents selected from the group consisting of chlorine, alkyl with 1 to 8 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkoxycarbonyl with 1 to 4 carbon atoms in the alkoxy rest, cyanoalkyl, alkylsulphonyl with 1 to 4 carbon atoms in the alkyl rest, phenylalkyl with 1 to 3 carbon atoms in the alkyl part, sulfamoyl, cyclohexyl, phenyl, phenylsulphonyl or benzyl, which comprises reacting a methyl compound of the formula ##STR77## in dimethylformamide as the reaction medium and in the presence of a strongly basic alkali metal compound, with a Schiff's base of the formula ##STR78## wherein A, B, C and R have the abovementioned meaning and Ar denotes an aromatic radical, the reaction mixture being irradiated with an effective amount of UV light to initiate the reaction.

Claim 19

Process according to claim 16 for the manufacture of stilbene compounds of the formula ##STR79## wherein R 1 denotes hydrogen, chlorine, alkyl with 1 to 8 carbon atoms, cyclohexyl, phenylalkyl with 1 to 3 carbon atoms in the alkyl part, phenyl or alkoxy with 1 to 4 carbon atoms, R 2 denotes hydrogen or alkyl with 1 to 4 carbon atoms and R' denotes a radical ##STR80## wherein R 3 denotes hydrogen, m-methyl, alkyl with 2 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, chlorine or alkylsulphonyl with 1 to 4 carbon atoms, which comprises reacting a methyl compound of the formula ##STR81## is reacted with a Schiff's base of the formula ##STR82## wherein h denotes hydrogen or chlorine.

Claim 20

Process according to claim 16, which comprises using in that potassium hydroxide as the strongly basic alkali metal compound and the reaction mixture is irradiated with UV light of wavelenghts above 300 nm.