http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-753805-A
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_341060cf80ec771fdc1e59b46acbd7f1 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D311-46 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D311-46 |
filingDate | 1954-08-25-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_abb69a1b14a8cca6de18cbc848248b16 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_5da2e936d9be7e28e53822f055fa0cad |
publicationDate | 1956-08-01-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-753805-A |
titleOfInvention | Process for the preparation of 3-substituted-4-hydroxycoumarins |
abstract | 3 - Substituted - 4 - hydroxycoumarins are prepared by heating a lower alkyl ester (containing not more than eight carbon atoms in the ester grouping) of 3-carboxy-4-hydroxycoumarin with an a : b -unsaturated ketone dispersed in water in the presence of ammonia or an organic amine. In examples: (1) 3-carbethoxy - 4 - hydroxycoumarin, benzalacetone and triethylamine are refluxed in water while a heavy precipitate separates, which is treated with benzene, then dissolved in sodium hydroxide solution, and 3-(a -phenyl-b - acetylethyl) - 4 - hydroxycoumarin reprecipitated with hydrochloric acid; similar experiments are tabulated, using different concentrations of triethylamine, also tributylamine, aniline, and piperidine as the catalyst; (2) 3 - carbethoxy - 4 - hydroxycoumarin, benzalacetophenone and triethylamine are refluxed in water to yield 3-(11-phenyl-21-benzoylethyl)-4-hydroxycoumarin; (3) as in (2), using anisal acetone, the product is 3-(11-anisyl-21-acetyl - ethyl) - 4 - hydroxycoumarin; (4) as in (2), using p-chlorobenzal acetone to give 3-(11 - p - chlorphenyl - 21 - acetyl - ethyl) - 4-hydroxycoumarin. Reference is made to the use of methyl, propyl, butyl and octyl esters of 3-carboxy-4-hydroxycoumarin. Lower alkyl esters of 3-carboxy-4-hydroxycoumarin are prepared from acetyl salicoyl chloride and the appropriate alkyl ester of sodio malonic acid. U.S.A. Specification 2,427,578 is referred to. |
priorityDate | 1954-08-25-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 53.