http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-620482-A

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assignee http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_14f86e164bb6ab1032c519b42ff81a64
classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C09B23-12
classificationIPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C09B23-12
filingDate 1945-12-28-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1949-03-25-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-620482-A
titleOfInvention Trinuclear cyanine dyes and photographic light-sensitive elements containing them
abstract Trinuclear cyanine dyes are prepared by reacting a methylene-bis-azole with an intermediate of the formula <FORM:0620482/IV (c)/1> wherein Z represents the atoms to complete a 5- or 6-membered heterocyclic ring and n is 1, 3, or 5. Intermediates specified are 4-(g -acetanilidoallylidene) - 1 - benzthiazolyl - 3 - methyl-5-pyrazolone and -1-phenyl-3-methyl-5-pyrazalone; 5-acetanilidomethylene- 3-allyl-rhodanine, - 3 - phenylrhodanine, - 3 - ethylrhodanine, and -3-ethyl-2-thio-2 : 4-(3:5)-oxazoledione; 5 - acetanilidopropadienylidene-3-allylrhodanine; 5-(g -acetanilidoallylidene)- 2-diphenylamino-4-(5)-thiazolone, -3-ethyl-2-thio-2 : 4-(3 : 5)-oxazoledione, and -3-ethyl-1-phenyl-2-thiohydantoin; and 5-(5-acetanilido-D 2 : 4 - pentadienylidene) - 3 - ethylrhodanine. The condensing agent may be pyridine or a derivative thereof such as dimethylpyridine, used with a basic catalyst such as triethylamine or sodium carbonate. 2 - Diphenylamino - 4 - hydroxy - 5 - (o : o - dibenzthiazolyl - butadienyl - 1 : 3) - thiazoline is prepared by refluxing together methylene-bis-benzthiazole and 5-(g -acetanilidoallylidene)-2-diphenylamino-4-(5)-thiazolone with pyridine and triethylamine. 2 - Thio - 3 - ethyl - 4 - hydroxy - 5 - (o : o - dibenzthiazolyl - butadienyl - 1 : 3) - dihydroxazole, 1 - phenyl - 2 - thio - 3 - ethyl - 4 - hydroxy - 5 - (o : o - dibenzoxazolyl - butadienyl - 1 : 3) - dihydrimidazole, 1 - phenyl - 3 - methyl - 5 - hydroxy-4-(o : o -benzoxa-benzthiazolyl-butadienyl - 1 : 3)-pyrazole, 2 - thio - 3 - ethyl - 4 - hydroxy - 5 - (o : o -dibenzthiazolyl - hexatrienyl - 1 : 3 : 5) - dihydrothiazole, 2-thio-3-allyl-4-hydroxy-5-(b : b -dibenzthiazolyl-ethenyl)-dihydrothiazole, 2-thio-3-allyl-4-hydroxy-5-(b : b -dibenzoxazolyl-ethenyl)-dihydrothiazole, 2 - thio - 3 - allyl - 4 - hydroxy - 5 - (b : b - benzoxa - benzthiazolyl - ethenyl) - dihydrothiazole, 2 - thio - 3 - allyl - 4 - hydroxy - 5 - (o : o -dibenzthiazolyl-butadienyl - 1 : 3)-dihydrothiazole, 6-hydroxy-5-(o : o -dibenzthiazolyl-butadienyl-1 : 3) - 2 : 4-pyrimidinedione, and 2-thio-4-oxo-6-hydroxy-5-(o : o -benzoxa-benzthiazolyl-butadienyl-1 : 3)-tetrahydropyrimidine are similarly prepared. In a modification, the dyes may be reacted with esters such as methyl iodide to give quaternary compounds, and these further reacted with cyclammonium bases or salts having a reactive methyl group in the alpha-position to the nitrogen atom (e.g. N-methyl-2-methylbenzthiazole) in the presence of a condensing agent to give further dyes. Specifications 489,335 and 546,527 are referred to.
priorityDate 1945-01-19-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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