http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-672741-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_315d611c240458b1308de8455144105a |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C09B23-105 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C09B23-0025 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C09B23-0091 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C09B23-02 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C09B23-10 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C09B23-02 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C09B23-01 |
| filingDate | 1949-10-20-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_9b5dc8c4a9282198a8070fc999507f86 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_3d24cdf456027995e392c541efbfb667 |
| publicationDate | 1952-05-28-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-672741-A |
| titleOfInvention | Improvements in or relating to coumarin compounds, to methine dyes containing coumarin nuclei and to the preparation of such dyes |
| abstract | Dye intermediates of the general formula <FORM:0672741/IV (b)/1> wherein D1 completes a benzene ring, are prepared by reacting a compound of the formula <FORM:0672741/IV (b)/2> with a lower alkyl ester of cyanacetic acid at high temperature in the presence of a basic compound. 3 - Cyano - 4 - methylcoumarin is prepared by heating together o-hydroxyacetophenone, ethyl cyanacetate, and triethylamine. 3-Cyano-4-methyl-7-hydroxycoumarin is similarly prepared.ALSO:Dyes of the general formula <FORM:0672741/IV (c)/1> wherein D1 completes a benzene ring, D2 completes a 5- or 6-membered heterocyclic ring system, and R2 is alkyl or aralkyl, are prepared by condensing a compound of the general formula <FORM:0672741/IV (c)/2> with a compound of the general formula <FORM:0672741/IV (c)/3> wherein X is an acid radical and R is alkyl. Methine - [2 - (3 - methyldihydrobenzthiazole)] - [4-(3-cyanocoumarin)] is prepared by refluxing together 3-cyano-4-methylcoumarin, 2-methylthiobenzthiazole methiodide, ethanol, and triethylamine. Methine - [2 - (3 - ethyldihydrobenzthiazole)] - [4 - (3 - cyanocoumarin)], methine - [2 - (1 - ethyldihydroquinoline)] - [4 - (3 - cyanocoumarin)], methine - [2 - (3 - methyltetrahydrothiazole)] - [4 - (3 - cyanocoumarin)], methine - [2 - (3 - methyl - 5 - methylthio - 1 : 3 : 4 - dihydrothiodiazole)] - [4 - (3 - cyanocoumarin)], methine - [2 - (3 - methyldihydrobenzthiazole)] - [4 - (3 - cyano - 7 - hydroxycoumarin)], and methine - [2 - (1 - methyldihydroquinoline)] - [4 - (3 - cyano - 7 - hydroxycoumarin)] are similarly prepared. Dyes of the general formula <FORM:0672741/IV (c)/4> where D1, D2, and R2 are as before, are prepared by condensing an intermediate of the second general formula above with an intermediate of the general formula <FORM:0672741/IV (c)/5> wherein X is an acid radical and Q an alkylthioether, amino, or substituted amino (e.g. acetamino or acetanilido) group. Trimethine - [2 - (1 : 3 : 3 - trimethyldihydroindole)] - [4 - (3 - cyanocoumarin)] is prepared by refluxing together 3-cyano-4-methylcoumarin, 2 - (b - methylthiovinyl) - 3 : 3 - dimethylindolenine methiodide, ethanol, and triethylamine. Trimethine - [2 - (3 - methyldihydrobenzoxazole)] - [4 - (3 - cyanocoumarin)], trimethine - [2 - (3 - methyldihydrobenzthiazole)] - [4 - (3 - cyanocoumarin)], trimethine - [4 - (1 - ethyldihydroquinoline)] - [4 - (3 - cyanocoumarin)], trimethine - [2 - (1 : 3 : 3 - trimethyldihydroindole)] - [4 - (3 - cyano - 7 - hydroxycoumarin)], and trimethine - [2 - (3 - methyldihydrobenzthiazole)] - [4 - (3 - cyano - 7 - hydroxycoumarin)] are similarly prepared. Dyes of the general formula <FORM:0672741/IV (c)/6> wherein R3 is an alkyl group, are prepared by condensing an intermediate of the second general formula with a compound of the general formula <FORM:0672741/IV (c)/7> wherein X is an acid radical and R is an alkyl group. b - Methylthiotrimethine - [2 - (3 - ethyldihydrobenzthiazole)] - [4 - (3 - cyanocoumarin)] is prepared by refluxing together 3-cyano-4-methylcoumarin, 2-b -di-(methylthio)-vinylbenzthiazole ethiodide, ethanol, and triethylamine. 3-Cyano-4-methyl-7-hydroxycoumarin has a strong bluish fluorescence and can be applied to textile fabrics to impart a whitening effect or to render the colour more brilliant. |
| isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-4299894-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-3146101-A |
| priorityDate | 1949-10-20-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 54.