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filingDate 1965-05-11-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1968-03-27-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1107845-A
titleOfInvention Improvements in or relating to naphthalenes and the manufacture thereof
abstract The invention comprises ethers of formula <FORM:1107845/C2/1> wherein R is (i) C1- 8 alkyl substituted by C2- 5 dihydroxyalkyl, C2- 8 epoxyalkyl, 1-hydroxy-2-aminoethyl, 5 - (2 - oxo - or - thioxo - oxazolidinyl)-, or the cyclic carbonate or thiocarbonate of 1,2 - dihydroxy - C2- 10 - alkyl, or (ii) (CxH2x)-CO2H (x = 1-12), or its C1- 8 alkyl esters; and R1, R2 are each H, C1- 8 alkyl C3- 8 alkenyl, C1- 8 alkoxy, C3- 8 alkenoxy, halogen, CF3, C1- 8 alkylthio, or -O-A-NR3R4, where A is C2- 6 alkylene and R3, R4 are each C1- 8 alkyl which may be linked with the N to form a 5-7 ring atom heterocyclic radical; n is 1 or 2; and their addition and quaternary ammonium salts with pharmacologically acceptable acids and their anions, respectively. Preparative methods (exemplified).-The dihydroxyalkyl ethers (I) are made by a Grignard synthesis from the corresponding indanone or tetralone or by reacting the parent phenol (II) with a halodihydroxyalkane; the epoxyalkyl ethers (III) by reacting II with a haloepoxide; the hydroxyamino ethers (IV) by reacting III with succinimide and the resulting hydroxysuccinimido intermediate with alkali; the oxazolidine derivatives by reacting IV with COCl2 or CS2; the cyclic carbonate by reacting a vicinal diol (I) with ClCO2Et followed by NaH; the cyclic thiocarbonat by reacting the vicinal diol with thiocarbonyldiimidazole; the carboalkoxyalkyl ethers by reacting II with an alkyl haloalkanecarboxylate, optionally followed by hydrolysis if the free acids are required. In Example 13, 4-[2,3-(isopropylidenedioxy)-propoxy]phenylmagnesiu bromide is prepared from the corresponding phenyl bromide and Mg in tetrahydrofuran.ALSO:Compounds used for animal pest control have the formula <FORM:1107845/A5-A6/1> wherein R is (i) C1-8 alkyl substituted by C2-5 dihydroxyalkyl, C2-8 epoxyalkyl, 1-hydroxy-2-aminoethyl, 5-(2-oxo-or-thioxo-oxazolidinyl),-or the cyclic carbonate or thiocarbonate of 1,2-dihydroxy-C2-10-alkyl, or (ii) (Cx H2x)-CO2H (x = 1-12), or its C1-8 alkyl esters; and R1, R2 are each H, C1-8 alkyl, C3-8 alkenyl, C1-8 alkoxy, C3-8 alkenoxy, halogen, CF3 C1-8 alkylthio, or -O-A-NR3R4, where A is C2-6 alkylene and R3, R4 are each C1-8 alkyl which may be linked with the N to form a 5-7 ring atom heterocyclic radical; n is 1 or 2; and their addition and quaternary ammonium salts with pharmocologically acceptable acids and their anions, respectively. Dilute aqueous solutions of fluosilicate salts of bases of the above formula are used as mothproofing agents. The above compounds also have antifertility, oestrogenic, antioestrogenic, antispermatogenic, fungicidal and blood cholesterol lowering activity, and may be administered orally or parenterally.
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http://rdf.ncbi.nlm.nih.gov/pubchem/patent/JP-2010526803-A
http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-2449124-A
priorityDate 1964-06-01-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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