http://rdf.ncbi.nlm.nih.gov/pubchem/patent/IE-43486-L
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_fb3edb9a697ebfa78026d99c5a81b3c3 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D295-205 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D213-65 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D213-68 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J41-0072 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D213-68 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07B61-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/B01J31-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J41-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07B43-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C239-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D213-65 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C67-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D295-205 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07B31-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/B01J27-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/B01J23-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C269-00 |
| filingDate | 1976-07-07-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1977-01-07-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | IE-43486-L |
| titleOfInvention | Making carbamates |
| abstract | 1528321 Phase-transfer catalysis of carbamoylation of phenols LEO AB 7 July 1976 [7 July 1975 17 March 1976] 28604/75 and 10824/76 Headings C2U and C2C The preparation of N,N-disubstituted carbamates from phenolic compounds (including heterocyclic phenols) by reaction with a carbomoyl chloride R<SP>1</SP>R<SP>2</SP>NCOCl (where R<SP>1</SP> and R<SP>3</SP> are substituents or R<SP>1</SP>R<SP>2</SP>N is a hetero ring optionally with further hetero ring members and substituents) is effected in liquid phase in the presence of an aqueous alkali metal hydroxide and a phase-transfer catalyst selected from crown-ethers (including cryptates) and compounds of formula Q+X- where Q<SP>+</SP> is quaternary ammonium or quaternary phosphonium and X- is an inorganic anion. The reaction may be effected either in one step using a catalytic amount of phase-transfer catalyst and optionally an organic solvent, or in two steps comprising (i) reacting together the phenolic compound, the aqueous alkali metal hydroxide and phase transfer catalyst (in at least an equivalent amount relative to the phenolic compound) in an organic solvent which forms a liquid phase distinct from the aqueous phase, and separating the organic phase containing the resulting salt A-[O<SP>-</SP>(Q 1 )<SP>+</SP>] n where A is the phenol residue, (Q 1 )<SP>+</SP> is quaternary ammonium cr phosphonium or an alkali metal-Crown ether complex (see also Specification 1,528,322) and n is an integer; and (ii) reacting said salt (optionally after isolation and dissolution thereof in a different solvent which need not be water-immiscible) with the carbamoyl chloride. The phenolic compound and carbamoyl chloride are preferably reacted in equimolar amounts at room temperature and pressure. The catalyst may be recovered from the reaction mixture by extraction with aqueous H 2 SO 4 and re-used. The examples describe the carbamoylation of phenols containing the following nuclei (which may be further substituted): estra- 1,3,5(10) - triene, benzene, naphthalene, tetralin, diphenylalkanes, diphenylalkenes, diphenylalkadienes, diphenyl, diphenyl ether, diphenyl sulphide, diphenyl sulphone, azobenzene and pyridine to form dialkyl-, bis- (haloalkyl)-, (alkyl)(haloalkyl)-, and (lakyl)(R)- carbamates (R being phenyl, benzyl or cyclohexyl) and 4-morpholine-, 1-piperidine-, 4- methyl - 1- - piperazine- and 1 - pyrrolidinecarboxylates. The products are described as antitumour agents and pesticides.n[GB1528321A] |
| priorityDate | 1975-07-07-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
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Total number of triples: 56.