NO161467B - Isolerende belegg. - Google Patents
Isolerende belegg. Download PDFInfo
- Publication number
- NO161467B NO161467B NO833714A NO833714A NO161467B NO 161467 B NO161467 B NO 161467B NO 833714 A NO833714 A NO 833714A NO 833714 A NO833714 A NO 833714A NO 161467 B NO161467 B NO 161467B
- Authority
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- Norway
- Prior art keywords
- mixture
- salts
- dihydroxyphenyl
- aliphatic mono
- insulative
- Prior art date
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- -1 aliphatic mono- Chemical class 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 11
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 10
- 150000003839 salts Chemical class 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- SCTPZNJTGOGSQD-UHFFFAOYSA-N 4-propylbenzene-1,2-diol Chemical class CCCC1=CC=C(O)C(O)=C1 SCTPZNJTGOGSQD-UHFFFAOYSA-N 0.000 claims description 3
- 150000001991 dicarboxylic acids Chemical class 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 238000005984 hydrogenation reaction Methods 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 6
- JQXBETDGCMQLMK-UHFFFAOYSA-N 3,4-Dihydroxyphenylacetone Chemical compound CC(=O)CC1=CC=C(O)C(O)=C1 JQXBETDGCMQLMK-UHFFFAOYSA-N 0.000 description 4
- IBGBGRVKPALMCQ-UHFFFAOYSA-N 3,4-dihydroxybenzaldehyde Chemical compound OC1=CC=C(C=O)C=C1O IBGBGRVKPALMCQ-UHFFFAOYSA-N 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- IKBIYXACJDZMFU-UHFFFAOYSA-N 4-[2-(hydroxyamino)propyl]benzene-1,2-diol Chemical compound ONC(C)CC1=CC=C(O)C(O)=C1 IKBIYXACJDZMFU-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- MCSAJNNLRCFZED-UHFFFAOYSA-N nitroethane Chemical compound CC[N+]([O-])=O MCSAJNNLRCFZED-UHFFFAOYSA-N 0.000 description 3
- 150000002923 oximes Chemical class 0.000 description 3
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 2
- 239000005695 Ammonium acetate Substances 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 241000700159 Rattus Species 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 2
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 229940043376 ammonium acetate Drugs 0.000 description 2
- 235000019257 ammonium acetate Nutrition 0.000 description 2
- WVDDGKGOMKODPV-UHFFFAOYSA-N benzyl alcohol Substances OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- MUMZUERVLWJKNR-UHFFFAOYSA-N oxoplatinum Chemical compound [Pt]=O MUMZUERVLWJKNR-UHFFFAOYSA-N 0.000 description 2
- 229910003446 platinum oxide Inorganic materials 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 229960003371 protocatechualdehyde Drugs 0.000 description 2
- 239000001632 sodium acetate Substances 0.000 description 2
- 235000017281 sodium acetate Nutrition 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000001384 succinic acid Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- SOROHLAURIYIBA-UHFFFAOYSA-N 1-(3,4-dimethoxyphenyl)-n-methoxypropan-2-amine Chemical compound CONC(C)CC1=CC=C(OC)C(OC)=C1 SOROHLAURIYIBA-UHFFFAOYSA-N 0.000 description 1
- PTQZJHARHNZNGE-UHFFFAOYSA-N 4-[5-(3,4-dihydroxyphenyl)-3-hydroxyiminopentyl]benzene-1,2-diol Chemical compound OC=1C=C(CCC(CCC2=CC(=C(C=C2)O)O)=NO)C=CC1O PTQZJHARHNZNGE-UHFFFAOYSA-N 0.000 description 1
- 206010002091 Anaesthesia Diseases 0.000 description 1
- 241000282326 Felis catus Species 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 1
- 230000007059 acute toxicity Effects 0.000 description 1
- 231100000403 acute toxicity Toxicity 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 230000037005 anaesthesia Effects 0.000 description 1
- 230000004872 arterial blood pressure Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- XNXVOSBNFZWHBV-UHFFFAOYSA-N hydron;o-methylhydroxylamine;chloride Chemical compound Cl.CON XNXVOSBNFZWHBV-UHFFFAOYSA-N 0.000 description 1
- 150000002443 hydroxylamines Chemical class 0.000 description 1
- 238000007912 intraperitoneal administration Methods 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- VDUIPQNXOQMTBF-UHFFFAOYSA-N n-ethylhydroxylamine Chemical compound CCNO VDUIPQNXOQMTBF-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- QOWOXBFFQOXPHM-UHFFFAOYSA-O oxo-[[1-[[4-(oxoazaniumylmethylidene)pyridin-1-yl]methyl]pyridin-4-ylidene]methyl]azanium;chloride Chemical compound [Cl-].C1=CC(=C[NH+]=O)C=CN1CN1C=CC(=C[NH+]=O)C=C1 QOWOXBFFQOXPHM-UHFFFAOYSA-O 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
Classifications
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B7/00—Insulated conductors or cables characterised by their form
- H01B7/17—Protection against damage caused by external factors, e.g. sheaths or armouring
- H01B7/29—Protection against damage caused by extremes of temperature or by flame
- H01B7/292—Protection against damage caused by extremes of temperature or by flame using material resistant to heat
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A30/00—Adapting or protecting infrastructure or their operation
- Y02A30/14—Extreme weather resilient electric power supply systems, e.g. strengthening power lines or underground power cables
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/25—Web or sheet containing structurally defined element or component and including a second component containing structurally defined particles
- Y10T428/251—Mica
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2911—Mica flake
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2913—Rod, strand, filament or fiber
- Y10T428/2915—Rod, strand, filament or fiber including textile, cloth or fabric
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2913—Rod, strand, filament or fiber
- Y10T428/2933—Coated or with bond, impregnation or core
- Y10T428/2936—Wound or wrapped core or coating [i.e., spiral or helical]
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/30—Woven fabric [i.e., woven strand or strip material]
- Y10T442/3472—Woven fabric including an additional woven fabric layer
- Y10T442/3602—Three or more distinct layers
- Y10T442/3667—Composite consisting of at least two woven fabrics bonded by an interposed adhesive layer [but not two woven fabrics bonded together by an impregnation which penetrates through the thickness of at least one of the woven fabric layers]
- Y10T442/3691—Fabric layer contains glass strand material
Landscapes
- Insulated Conductors (AREA)
- Insulating Bodies (AREA)
- Laminated Bodies (AREA)
- Organic Insulating Materials (AREA)
- Inorganic Insulating Materials (AREA)
- Manufacture Of Motors, Generators (AREA)
- Diaphragms For Electromechanical Transducers (AREA)
Description
Fremgangsmåte til fremstilling av 3,4-dihydroksyfenylpropanderivater med hypertonisk virkning, samt salter av disse.
Foreliggende oppfinnelse vedrørér en
fremgangsmåte til fremstilling av 3,4-dihydroksyfenylpropanderivater med hy^
pertonisk virkning og med formelen:
hvori R representerer hydrogen eller en
alkylgruppe med 1—8 karbonatomer, og
derivatenes addisjonssalter med alifatiske
mono- og dikarboksylsyrer.
Disse forbindelser fremviser en meget
høy grad av hypertonisk aktivitet, og
denne aktiviteten er overlegen i forhold til
den som innehas av velkjente terapeutiske
midler.
Følgende tabell gir en sammenligning
av økningen i arterielt trykk forårsaket
av noen av oppfinnelsens representative
forbindelser og p-hydroksy-a-(metylami-nometyl)-benzylalkohol samt l-(3,4-dimet-oksyfenyl)-2-metoksaminopropan ved be-nyttelse av intravenøse doser på 0.5 og 1
mg/kg i katter under bedøvelse med kloral-ose-uretan.
Enda tydeligere resultater ble oppnådd med forsøk på rotter, ved å notere den pro-sentvise trykkøkning målt i halen etter 10 minutter fra intraperitoneal administrasjon av 10 mg/kg. De oppnådde verdier var som følger:
Den akutte toksisitet i rotter og mus var forholdsvis lav, og i et hvertfall ikke høyere enn den for p-hydroksy-a-(metyl-aminometyl) -benzylalkohol.
Sammenlignet med den andre kjente forbindelse som er nevnt i tabellene ovenfor er LD50 gitt intraperitonealt, følgende: l-(3.4-dimetoksyfenyl)-
2-metoksaminopropan 200 mg/kg 1-(3,4-dihydroksyfenyl) -
2-hydroksaminopropan 680 mg/kg
For terapeutiske fomål er det best å administrere forbindelsene i form av deres salter med alifatiske mono- og dikarboksylsyrer. I dette henseende har oksalsyre, ma-lonsyre og ravsyre vist seg å gi salter som er spesielt velegnete for administrasjon.
Fremgangsmåten ifølge foreliggende
hvor den siste forbindelsen deretter hydreres og danner oksimet. For å illustrere oppfinnelsen bedre omfatter eksemplene også fremstillingen av oksimene som bru-kes som utgangsmateriale.
Eksempel 1. 1 - ( 3, 4- dihydroksyfenyl) - 2- hydroksami-nopropan.
Til en oppløsning av 144 g protokatekualdehyd i 3000 ml nitroetan, oppvarmet til ca. 90° C, tilsettes gradvis 14 g ammoniumacetat, deretter varmes blandingen ved 100° C i 3 timer. Overskudd nitroetan blir så avdestillert. Resten er 1-(3,4-dihydroksyfenyl )-2-nitropropan, smp. 148—149° C. Utbytte 192 g (94 pst.).
Gjennom en blanding av 180 g 1-(3,4-dihydroksyfenyl) -2-nitropropan, 1000 ml metanol, 750 ml vann og 300 ml av ca. 12 oppfinnelse er kjennetegnet ved at et 3,4-dihydroksybenzyl-metylketonoksim med den generelle formel:
hvor R har den ovenfor angitte betydning, utsettes for hydrering i en blanding av organisk oppløsningsmiddel og konsentrert vandig saltsyre i nærvær av en katalysator, og ved at det oppnådde derivat om ønskelig omdannes til dets salter ved omsetning med en ekvivalent, mengde av en alifatisk mono- eller dikarboksylsyre.
Ketonoksimet som benyttes som utgangsmateriale, kan fremstilles på for-skjellige måter. 3,4-dihydroksybenzyl-me-tylketon kan for eksempel omdannes til oksimet ved bruk av konvensjonelle frem-gangsmåter, som for eksempel behandling med hydroksylamin eller et substituert hydroksylamin NH2OR. Som et alternativ kan protokatekualdehyd kondenseres med nitroetan i nærvær av ammoniumacetat for således å gi 3,4-hydroksy-l-(2-nitro-2-propenyl) -benzen:
pst. vandig saltsyre, i nærvær av 18 g 10 pst. palladium på trekull, bobles hydrogen inntil absorpsjonen så å si er avsluttet. Blandingen filtreres og filtratet konsen-treres til et volum på ca. 1000 ml og ekstra-heres med etylacetat. Ved inndampning av oppløsningsmidlet, dannes 131 g (78 pst.) 3,4-dihydroksybenzylmetylketonoksim med smp. 145—148°C.
En blanding av 36,2 g 3,4-dihydroksybenzylmetylketonoksim, 3,7 g platinaoksyd,
19,5 ml konsentrert saltsyre og 750 ml butanol hydreres ved romtemperatur inntil absorpsjon av hydrogen stopper. Blandingen gjøres nøytral ved tilsetning av natriumbikarbonat, ca. 150 g natriumsulfat tilsettes, og blandingen filtreres. Til filtratet tilsettes en oppløsning på 11,5 g ravsyre i 100 ml butanol, oppløsningen kon-sentreres til et volum på omtrent 100 ml
og avkjøles. Det ravsure saltet av 1-(3,4-dihydroksyfenyl) -2-hydroksaminopropan
bunnfelles og oppsamles og tørkes. Utbytte 27 g, smp. 157—159°C.
Fra det ravsure saltet kan den fri hydrokaminoforbindelsen dannes ved behandling med vandig natriumbikarbonat, ekstrahering med dietyleter og inndampning til tørrhet av oppløsningsmidlet. Pro-duktet har et smeltepunkt på 120—123° C.
Eksempel 2. l-( 3, 4- dihydroksyfenyl)- 2- metoksami-nopropan.
En oppløsning av 33,2 g 3,4-dihydroksy-benzyl-metylketon i 300 ml etanol sam-menblandes med en oppløsning bestående av 16,6 g O-metylhydroksylamin-hydroklo-rid og 16,4 g natriumacetat i 50 ml vann og settes til side i 3 dager ved romtemperatur. Oppløsningen inndampes deretter til tørrhet og resten omkrystalliseres fra benzen. Utbytte 35 g 3,4-dihydroksybenzyl-metylketonmetoksim, smp. 110—112° C, k.p. 140—150°C/0,2 mm.
En blanding av 30 g av det ovenfor nevnte metoksimet, 3 g platinaoksyd, 12,5 ml konsentrert saltsyre og 1000 ml etanol hydreres som beskrevet i eksempel 1. Blandingen filtreres, og filtratet inndampes til tørrhet. Resten omkrystallliseres fra isopropanol. Utbytte 28,8 g (80 pst.) 1-(3,4-dihydroksyfenyl) -2-metoksammopropan, smp. 155—158°C.
Eksempel 3.
1-( 3, 4- dihydroksyfenyl) - 2- etoksamino-propan.
En blanding av 13,28 g 3,4-dihydroksy-benzyl-metylketon, 7,76 g N-etylhydroksyl-amin, 6,56 g natriumacetat og 220 ml 90 pst. etanol, settes til side ved romtemperatur i 2 dager, og inndampes deretter til tørrhet. Resten oppløses i dietyleter, dette filtreres og inndampes til tørrhet. Resten omkrystalliseres fra benzen, og utgjør 3,4-dihydroksybenzyl-metylketonetoksim, smp. 126—128°C.
Ketoksimet hydreres ifølge fremgangsmåten som er beskrevet i foregående eks-empler og gir et utbytte på 76 pst. 1-(3,4-dihydroksyfenyl) -2-etoksaminopropan, smp. 146—148° C (fra isopropanol).
Claims (1)
- Fremgangsmåte til fremstilling av 3,4-dihydroksyfenylpropanderivater med hypertonisk virkning og med formelen:hvor R er hydrogen eller en alkylgruppe med fra 1—8 karbonatomer, samt salter av disse med alifatiske mono- og dikarboksylsyrer, karakterisert ved at en forbindelse med den generelle formel: hvor R har den ovenfor angitte betydning, utsettes for hydrering i en blanding av et organisk oppløsningsmiddel og konsentrert vandig saltsyre i nærvær av en katalysator, og ved at det oppnådde derivat om ønskelig omdannes til dets salter ved omsetning med en ekvivalent mengde av en alifatisk mono- eller dikarboksylsyre.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR8217435A FR2534735B1 (fr) | 1982-10-15 | 1982-10-15 | Revetement isolant |
Publications (3)
Publication Number | Publication Date |
---|---|
NO833714L NO833714L (no) | 1984-04-16 |
NO161467B true NO161467B (no) | 1989-05-08 |
NO161467C NO161467C (no) | 1989-08-16 |
Family
ID=9278368
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO833714A NO161467C (no) | 1982-10-15 | 1983-10-12 | Isolerende belegg. |
Country Status (7)
Country | Link |
---|---|
US (1) | US4806416A (no) |
EP (1) | EP0106708B1 (no) |
JP (1) | JPS59132510A (no) |
DE (1) | DE3379814D1 (no) |
ES (1) | ES527476A0 (no) |
FR (1) | FR2534735B1 (no) |
NO (1) | NO161467C (no) |
Families Citing this family (27)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2573910B1 (fr) * | 1984-11-29 | 1987-06-19 | Habia Cable | Revetement isolant souple resistant au feu pour conduites, fils et cables electriques |
JPS644319A (en) * | 1987-06-25 | 1989-01-09 | Kuraray Co | Stamping molding material |
IT1229569B (it) * | 1989-04-17 | 1991-09-04 | Giuliani Spa | Derivati di acidi biliari, loro preparazione e composizioni farmaceutiche che li contengono. |
IT1233115B (it) * | 1989-09-13 | 1992-03-14 | Deregibus Tubigomma | Tubo in gomma per il raffreddamento di cavi elettrici. |
DE9017778U1 (de) * | 1990-10-20 | 1992-01-23 | Messerschmitt-Bölkow-Blohm GmbH, 8012 Ottobrunn | Lenkdraht |
WO1992020074A1 (fr) * | 1991-04-26 | 1992-11-12 | Fujikura Ltd. | Cable d'alimentation en electricite pour pompe de puits de petrole |
US5410106A (en) * | 1991-04-26 | 1995-04-25 | Fujikura Ltd. | Electric feed cable for oil well pump |
GB9707300D0 (en) | 1997-04-10 | 1997-05-28 | Plastic Insulated Cables Ltd | Communications cable |
US6593255B1 (en) | 1998-03-03 | 2003-07-15 | Ppg Industries Ohio, Inc. | Impregnated glass fiber strands and products including the same |
US6949289B1 (en) * | 1998-03-03 | 2005-09-27 | Ppg Industries Ohio, Inc. | Impregnated glass fiber strands and products including the same |
US8105690B2 (en) | 1998-03-03 | 2012-01-31 | Ppg Industries Ohio, Inc | Fiber product coated with particles to adjust the friction of the coating and the interfilament bonding |
US6419981B1 (en) | 1998-03-03 | 2002-07-16 | Ppg Industries Ohio, Inc. | Impregnated glass fiber strands and products including the same |
BR0011531B1 (pt) * | 1999-06-02 | 2010-06-15 | condutor elétrico insulado, fita e método de fabricação de uma fita. | |
EP1193722A1 (de) * | 2000-09-27 | 2002-04-03 | Nexans | Flexible elektrische Leitung |
DE10203900A1 (de) | 2002-01-31 | 2003-08-14 | Nexans | Elektrische Leitung |
ATE517166T1 (de) | 2002-08-01 | 2011-08-15 | Olex Australia Pty Ltd | Flammenwidrige siliconpolymerzusammensetzungen |
TWI322176B (en) * | 2002-10-17 | 2010-03-21 | Polymers Australia Pty Ltd | Fire resistant compositions |
US8062746B2 (en) * | 2003-03-10 | 2011-11-22 | Ppg Industries, Inc. | Resin compatible yarn binder and uses thereof |
AU2004225453B2 (en) * | 2003-03-31 | 2009-07-30 | Nexans | Cable and article design for fire performance |
AU2003901872A0 (en) * | 2003-03-31 | 2003-05-08 | Polymers Australia Pty Limited | Fire performance cable |
EP1609158B1 (en) * | 2003-03-31 | 2017-11-15 | Nexans | Cable and article design for fire performance |
CN104291838A (zh) * | 2004-03-31 | 2015-01-21 | 欧莱克斯澳大利亚私人有限公司 | 用于防火的陶瓷化组合物 |
US7354641B2 (en) | 2004-10-12 | 2008-04-08 | Ppg Industries Ohio, Inc. | Resin compatible yarn binder and uses thereof |
ATE533828T1 (de) * | 2008-05-30 | 2011-12-15 | Prysmian Kabel Und Systeme Gmbh | Aderkonstruktion für kabel mit im brandfall geltendem isolations-/funktionserhalt |
US9543060B2 (en) | 2011-11-30 | 2017-01-10 | Rockbestos Suprenant Cable Corp. | High-temperature cable having inorganic material |
CA3074522A1 (en) * | 2017-09-08 | 2019-03-14 | Nokia Shanghai Bell Co., Ltd. | Fire rated radio frequency cable |
CN113215832A (zh) * | 2021-05-28 | 2021-08-06 | 扬州腾飞电缆电器材料有限公司 | 一种防断裂型阻燃耐火包带及其制备方法 |
Family Cites Families (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2427183A (en) * | 1943-10-25 | 1947-09-09 | Du Pont | Electrical insulation |
US2459653A (en) * | 1945-09-08 | 1949-01-18 | Westinghouse Electric Corp | Insulated conductor |
GB650654A (en) * | 1948-01-14 | 1951-02-28 | Du Pont | Electrical conductor insulation |
US2485691A (en) * | 1948-02-20 | 1949-10-25 | Du Pont | Production of extruded polytetrafluoroethylene articles |
US2606134A (en) * | 1948-09-28 | 1952-08-05 | Du Pont | Process of making insulated electrical conductors |
US2691694A (en) * | 1949-04-09 | 1954-10-12 | Du Pont | Polytetrafluoroethylene-glass fiber insulated electrical conductors |
US3226286A (en) * | 1961-11-07 | 1965-12-28 | Budd Co | Dehydrated mica products and method of making same |
FR1530291A (fr) * | 1967-07-05 | 1968-06-21 | Oerlikon Maschf | Procédé de fabrication d'un isolement haute-tension résistant à la chaleur pour machines électriques |
SE368890B (no) * | 1971-12-02 | 1974-07-22 | Asea Ab | |
JPS5123029A (no) * | 1974-08-20 | 1976-02-24 | Matsushita Electric Ind Co Ltd | |
US4079191A (en) * | 1975-07-07 | 1978-03-14 | Allied Chemical Corporation | Electrical wire for use in nuclear generating stations |
JPS5212935U (no) * | 1975-07-16 | 1977-01-29 | ||
JPS5928572Y2 (ja) * | 1976-03-22 | 1984-08-17 | 日立電線株式会社 | 絶縁電線 |
DE2700672A1 (de) * | 1977-01-08 | 1978-07-20 | Reinshagen Kabelwerk Gmbh | Hochwertige elektrische leitung |
JPS53122690U (no) * | 1977-03-08 | 1978-09-29 | ||
ZA774745B (en) * | 1977-08-12 | 1978-06-28 | Bicc Ltd | Electric cables and conduits |
US4296018A (en) * | 1979-05-17 | 1981-10-20 | Westinghouse Electric Corp. | Catechol or pyrogallol containing flexible insulating tape having low gel time |
JPS5622083A (en) * | 1979-06-18 | 1981-03-02 | Tokyo Shibaura Electric Co | High frequency heater |
JPS56165211A (en) * | 1980-05-23 | 1981-12-18 | Fujikura Ltd | Fire resistant wire and method of producing same |
-
1982
- 1982-10-15 FR FR8217435A patent/FR2534735B1/fr not_active Expired
-
1983
- 1983-02-28 EP EP83400402A patent/EP0106708B1/fr not_active Expired
- 1983-02-28 DE DE8383400402T patent/DE3379814D1/de not_active Expired
- 1983-10-12 NO NO833714A patent/NO161467C/no unknown
- 1983-10-13 JP JP58191654A patent/JPS59132510A/ja active Granted
- 1983-11-23 ES ES527476A patent/ES527476A0/es active Granted
-
1986
- 1986-01-08 US US06/816,699 patent/US4806416A/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
DE3379814D1 (en) | 1989-06-08 |
ES8501161A1 (es) | 1984-11-01 |
US4806416A (en) | 1989-02-21 |
JPH0452568B2 (no) | 1992-08-24 |
FR2534735A1 (fr) | 1984-04-20 |
ES527476A0 (es) | 1984-11-01 |
EP0106708A1 (fr) | 1984-04-25 |
NO161467C (no) | 1989-08-16 |
EP0106708B1 (fr) | 1989-05-03 |
NO833714L (no) | 1984-04-16 |
FR2534735B1 (fr) | 1985-07-05 |
JPS59132510A (ja) | 1984-07-30 |
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