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http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_9799ffcda2dbb45041a5ab0fd08dd5fe
classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C09B23-00
classificationIPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C09B23-00
filingDate 1933-12-19-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1935-09-19-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-435542-A
titleOfInvention Improvements in the manufacture of cyanine dyes
abstract In the manufacture of dyes of the cyanine type by the use of an acid-binding agent, the latter consists of an alkali-metal salt of a weak inorganic acid, preferably employed in substantially anhydrous and finely-divided form. The use of these acid binding agents often results in improved yields and in the majority of cases with less side reactions; they are not usually harmful when used in excess. Alkali-metal salts of carbonic, phosphoric and boric acids are specified as suitable, potassium carbonate being particularly effective when used in finely divided form (passing through not less than a 50 I.M.M. screen). The acid-binding agents are of use in the preparation of various cyanine dyes such as pseudocyanines, symmetrical and asymmetrical carbocyanines, dicarbocyanines and tricarbocyanines. In examples, potassium carbonate as acid-binding agent is used in the following condensations: 2-iodoquinoline ethiodide condensed with quinaldine ethiodide; 2-iodoquinoline ethiodide condensed with 1-methylbenzthiazole ethiodide; 2-iodo-b -naphthoquinoline ethiodide condensed with 1-methylbenzselenazole ethiodide; 2-iodo-b -naphthaquinoline ethiodide condensed with 1-methyl-a -naphthiothiazole ethiodide; quinoline ethiodide condensed with quinaldine ethiodide; 1 - methylbenzthiazole condensed with diphenylformamidine; 2-iodoquinoline ethiodide condensed with 2.5-dimethylpyrazine methiodide; 2-iodoquinoline ethiodide condensed with 2-methylthiazoline methiodide; 2-iodoquinoline ethiodide condensed with 2.4-dimethylthiazole methiodide; 2-iodoquinoline ethiodide condensed with a -picoline ethiodide; 2-iodoquinoline ethiodide condensed with 1-methylbenzoxazole ethiodide; 2-iodoquinoline ethiodide condensed with 2.3.3-trimethylindolenine methiodide; 2.5 - dimethylpyrazine ethiodide condensed with 1-o -acetanilidovinylbenzthiazole ethiodide (cf. Specification 344,409); the intermediate from 1-methylbenzthiazole ethiodide and b -anilinoacrolein anil p hydrochloride (cf. Specification 355,693) condensed with 2-methyl-b -naphthothiazole ethiodide; 1-methylbenzthiazole ethiodide condensed with glutaconic aldehyde dianilide hydrochloride. Comparative yields using other known acid-binding agents are given in some cases. In a further example, 1-methylbenzthiazole is condensed with diphenylformamidine in presence of anhydrous tribasic sodium phosphate. It is stated that alkaline earth salts such as calcium or magnesium carbonate are of no use in these reactions, whilst calcium oxide and hydroxide give only fair results. Specifications 353,889 and 369,236 also are referred to.
priorityDate 1933-12-19-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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