Synthesis of indolininium methine dyes

Claim 2

PROCESS FOR THE PREPARATION OF A CATIONIC INDOLININIUM METHINE DYE COMPOUND HAVING THE FORMULA

Claim 3

Process according to claim 1 for the preparation of a cationic indolininium methine dye having the formula

Claim 4

converting the intermediate indolininium methine compound to its X salt; wherein A is the residue of a 2-indolininium component of a cationic methine dye compound; B is the residue of an aniline, 1,2,3,4-tetrahydroquinoline or indole component of a cationic or disperse methine dye compound; and X is a ZnCl4, iodide, tetrafluoroborate or perchlorate anion.

Claim 5

converting the intermediate indolininium methine compound to its X salt; wherein A is the residue of a 2-indolininium component of a cationic methine dye compound; B is the residue of an aniline, 1,2,3,4-tetrahydroquinoline or indole component of a cationic or disperse methine dye compound; and X is a ZnCl4, iodide, tetrafluoroborate or perchlorate anion.

Claim 6

converting the intermediate indolininium methine compound to its X salt; wherein R1 is hydrogen, lower alkyl, lower alkoxy, halogen or lower alkoxycarbonyl; and B is a group having the formula

Claim 7

converting the intermediate indolininium methine compound to its X salt; wherein R1 is hydrogen, lower alkyl, lower alkoxy, halogen or lower alkoxycarbonyl; and B is a group having the formula

Claim 8

converting the intermediate indolininium methine compound to its X salt; and

Claim 9

converting the intermediate indolininium methine compound to its X salt; and

Claim 10

converting the intermediate indolininium methine compound to its X salt; and

Claim 11

converting the intermediate indolininium methine compound to its X salt; and

Claim 12

converting the intermediate indolininium methine compound to its X salt; in which an acid acceptor is present prior to the conversion of the intermediate indolininium compound to its X salt; wherein A is the residue of a 2-indolininium component of a cationic methine dye compound; B is the residue of an aniline, 1,2,3,4-tetrahydroquinoline or indole component of a cationic or disperse methine dye compound; and X is a ZnCl4/2,iodide, tetrafluoroborate or perchlorate anion.

Claim 13

converting the intermediate indolininium methine compound to its X salt; in which an acid acceptor is present prior to the conversion of the intermediate indolininium compound to its X salt; wherein A is the residue of a 2-indolininium component of a cationic methine dye compound; B is the residue of an aniline, 1,2,3,4-tetrahydroquinoline or indole component of a cationic or disperse methine dye compound; and X is a ZnCl4/2,iodide, tetrafluoroborate or perchlorate anion.

Claim 14

isolating the cationic indolininium methine dye by filtration; wherein R9 is phenyl, tolyl, lower alkoxyphenyl or chlorophenyl; and R10 is hydrogen or lower alkyl; in which about one mole of indolininium salt per mole of amine is used.

Claim 15

isolating the cationic indolininium methine dye by filtration; wherein R9 is phenyl, tolyl, lower alkoxyphenyl or chlorophenyl; and R10 is hydrogen or lower alkyl; in which about one mole of indolininium salt per mole of amine is used.

Claim 16

isolating the cationic indolininium methine dye by filtration; wherein R2 is hydrogen, methyl, methoxy, ethoxy or chlorine; R3 is hydrogen, methyl, methoxy or ethoxy; R4 is lower alkyl; cyclohexylmethyl; benzyl; benzyl substituted with lower alkyl, lower alkoxy, chlorine, bromine or lower alkoxycarbonyl; aryl; or a group having the formula -R11-R12 in which R11 is ethylene, propylene, trimethylene or tetramethylene and R12 is chlorine, bromine, lower alkanoxyloxy, cyano, lower alkoxycarbonyloxy, arylcarbamoyloxy, lower alkylcarbamoyloxy, aroyloxy, lower alkoxycarbonylbenzoyloxy, lower alkoxy, aryloxy, 2-benzothiazolythio, or a group having the formula

Claim 17

isolating the cationic indolininium methine dye by filtration; wherein R2 is hydrogen, methyl, methoxy, ethoxy or chlorine; R3 is hydrogen, methyl, methoxy or ethoxy; R4 is lower alkyl; cyclohexylmethyl; benzyl; benzyl substituted with lower alkyl, lower alkoxy, chlorine, bromine or lower alkoxycarbonyl; aryl; or a group having the formula -R11-R12 in which R11 is ethylene, propylene, trimethylene or tetramethylene and R12 is chlorine, bromine, lower alkanoxyloxy, cyano, lower alkoxycarbonyloxy, arylcarbamoyloxy, lower alkylcarbamoyloxy, aroyloxy, lower alkoxycarbonylbenzoyloxy, lower alkoxy, aryloxy, 2-benzothiazolythio, or a group having the formula

Claim 18

Process accordiong to claim 2 wherein R1 is hydrogen and -B is a group having the formula

Claim 19

Process according to claim 2 wherein R1 is hydrogen and -B is a group having the formula

Claim 20

Process for the preparation of a cationic indolininium methine dye having the formula (A-CH CH-B) X which comprises the steps of:

Claim 21

Process for the preparation of a cationic indolininium methine dye having the formula (A-CH CH-B) X which comprises the steps of:

Claim 22

Process according to claim 5 for the preparation of a cationic indolininium methine dye having the formula

Claim 23

Process according to claim 5 for the preparation of a cationic indolininium methine dye having the formula

Claim 24

Process according to claim 5 for the preparation of a cationic indolininium methine dye having the formula

Claim 25

Process for the preparation of a cationic indolininium methine dye having the formula (A-CH CH-B) X which comprises:

Claim 26

Process for the preparation of a cationic indolininium methine dye having the formula (A-CH CH-B) X which comprises:

Claim 27

Process accOrding to claim 9 wherein at least 2 mole equivalents of acid acceptor per mole of POCl3 used in the synthesis of the Vilsmeier adduct are used.