FI64346B - Foerfarande foer framstaellning av antivirala aryloxialkylderivat - Google Patents
Foerfarande foer framstaellning av antivirala aryloxialkylderivat Download PDFInfo
- Publication number
- FI64346B FI64346B FI2223/74A FI222374A FI64346B FI 64346 B FI64346 B FI 64346B FI 2223/74 A FI2223/74 A FI 2223/74A FI 222374 A FI222374 A FI 222374A FI 64346 B FI64346 B FI 64346B
- Authority
- FI
- Finland
- Prior art keywords
- alk
- carbon atoms
- tai
- hiiliatomia
- jossa
- Prior art date
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/49—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
- C07C205/57—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/673—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by change of size of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/70—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/04—Saturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/16—Saturated compounds containing keto groups bound to acyclic carbon atoms containing halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/255—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing ether groups, groups, groups, or groups
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Oncology (AREA)
- Virology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Claims (3)
1. Menetelmä viruksenvastaisten aryylaoksialkyylijohdannaisten valmistamiseksi , joiden kaava on FT '''yCH-Alk-O-Ar I R jossa Alk on 3-7 hiiliatomia sisältävä suoraket juinen alkyleeni , F on 2-6 hiiliatomia 1 . . . . ....... siselltävä alkanoyyli, F* on 2-6 hiiliatomia sisältävä alkanoyyli. tai 2-6 hiiliatomia sisältävä alkoksikarbonyy1i ja Ar on fenyyli tai fenyyli, jossa on ?,1-metyleenidi-oksiryhmä tai 1-3 yksiarvoista substituenttia, jotka voivat olla 1-h hiiliatomia sisältävä alkyyli , 1-1 hiiliatomia sisältävä aikoksi, halogeeni, trifluorir.etyyii, hyd-roksi , ber.tsyylioksi , metoksibentsoyylioksi , alempi-alkyylibentsoyylioksi , karboksi , 2-^4 hiiliatomia sisältävä alkoksikarbonyy] i tai bentsoyylioksi, tai Ar on fenyyli, jossa on yksi substituentti, joka on dialkyyliamino, jonka aikyy1i os as s a on 1-¾ hiiliatomia, tai dialkyyliaminoalkoksi, jonka alkyyliosassa on 1-1 hiiliatomia ja alkoksi-osassa on 2-k hiiliatomia, t u n n e t t u siitä, että kondensoidaan inerttisessä liuottimessa ja vedettömissä olosuhteissa joko haloaikyy2 ifenyylieetteri, jonka kaava on X-Alk-O-Ar II kaavan RR^CH^ mukaisen diketonin alkalimetallisuclan tai raskasmetallikelaatin kanssa, tai yhdiste, jonka kaava on R1 ">CH-Aik-X III R "" kaavan MO-Ar mukaisen alkalimet alli suri an kanssa, joissa kaavoissa Alk, R, R'^ ja Ar tarkoittavat samaa kuin edellä, paitsi että Ar ei tarkoita hydroksilla substituoitua fenyyliä, ja X on bromi tai jodi, ja haluttaessa a) saatu yhdiste, jossa Ar on 1-3 t ent syy1i ok s i ryhmällä substituoitu fenyyli, hydro-genoidaar. katalyyttisesti vastaavaksi yhdisteeksi, jossa Ar en 1-3 hydroksiryhmällä substituoitu fenyyli, b) saatu yhdiste, jossa Ar on 1-3 hydroksiryhmällä substituoitu fenyyli, esteröidään vastaavaksi yhdisteeksi, jossa Ar on 1-3 bentsyylioksi-, alkyylibentsoyylLc-ksi-tai metoksibentsoyy]ioksiryhmällä substituoitu fenoli, c) saatu yhdiste, jossa Ar on 1-3 hydroksiryhmällä substituoitu fenyyli, eetteröidään vastaavaksi yhdisteeksi, jossa Ar on dialkyyliaminoalkoksiryhmällä substituoitu fenyyli, tai d) saatu yhdiste, jossa Ar on 1-3 alkok s i karbonyyli ryhmällä substituoitu fenyyli , hydrolysoidaan vastaavaksi yhdisteeksi, jossa Ar on 1-3 karboksiryhmällä substituoitu fenyyli. 22 64346
2. Patenttivaatimuksen 1 mukainen menetelmä i+-£6-(2-kloori-lt~metoksifenoksi )-heksyyli7~3,5-heptaanidionin valmistamiseksi, tunnettu siitä, että saatetaan 6-f2-kloori-ä-metoksifenoksi)-heksyylibromidi reagoimaan 3,5~heptaanidionin litium-sa -lar. kanssa.
1. Forfarande för framställning av antivirala aryloxialkylderivat rted forraeln R1 '^^CH-Alk-C-Ar (I) Fä där Alk är rakkedjad alkylen med 3-7 kolatomer, R' är alkanoyl med 2-6 kolatomer, R^-är alkanoyl med 2-6 kolatomer eller alkoxikarbonyl med 2-6 kolatomer och Ar är fenyl elder fenyl med en 3,U-metylendioxigrupp eller med 1-3 monovalenta sabstituenter, vilka kan vara alkyl med 1-1 kolatomer, alkoxi med 1-1 kolatomer, halogen, trifluor-aetyl , hydroxi , bensyioxi , metoxiberisoyloxi , lägre-alkylbensoyloxi , V.arboxi , alkoxikarbonyl med 2-1 kolatomer elLer bensoyloxi, o13er Ar är fenyl med en substituent, som är dialkylaraino med 1-1 kolatomer i fdkyldelen eller dialkylaminoalkoxi med 1-1 kolatomer i alkyldelen och med 2-1 kolatomer i alkoxidelen, kännetecknat därav, att man kondenserar i ett inert lösningsmedel och under vattenfria betingelser antingen en haloalkylfenyleter med formeln X-Alk-O-Ar (II) med ett alkalimetallsalt eller ett tungmetalikelat av en diketon med formeln RR^CH^, eller en förening med formeln R1^ "^CH-Alk-X (TII) R med ett alkalimetallsalt med formeln MO-Ar, 1 vilka formler Alk, R, H* och Ar beteck-nar aamma som ovan förutom at h Ar ej betecknar fenyl substituerad med hydroxi, och X är brom eller jod, och, om aa Önskas, a) hydrogenerar man katalytiskt en erhällen förening, där Ar är fenyl substituerad med 1-3 bensyloxigrupper tili motsvarande förening, där Ar är fenyl substituerad med 1-3 hydroxigrupper, b) esteri f1eras man en erhällen förening, där Ar är fenyl substituerad med 1-3 hydroxigrupper, tili en motsvarande förening, där Ar är fenyl substituerad med 1-3 bensoyl-oxi-, alkylber.soy.loxi- eller metoxibensoyloxigrupper,
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/381,406 US3933837A (en) | 1973-07-23 | 1973-07-23 | 3,4-Methylenedioxyphenoxy-alkyl diketones and keto-esters |
| US38140673 | 1973-07-23 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI222374A FI222374A (sv) | 1975-01-24 |
| FI64346B true FI64346B (fi) | 1983-07-29 |
| FI64346C FI64346C (fi) | 1983-11-10 |
Family
ID=23504901
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI2223/74A FI64346C (fi) | 1973-07-23 | 1974-07-22 | Foerfarande foer framstaellning av antivirala aryloxialkylderivat |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US3933837A (sv) |
| JP (2) | JPS6038379B2 (sv) |
| AR (2) | AR214273A1 (sv) |
| AT (1) | AT338245B (sv) |
| BE (1) | BE817912A (sv) |
| CA (1) | CA1041524A (sv) |
| CH (2) | CH597133A5 (sv) |
| DE (1) | DE2435378A1 (sv) |
| DK (1) | DK145179C (sv) |
| ES (1) | ES428486A1 (sv) |
| FI (1) | FI64346C (sv) |
| FR (1) | FR2238481B1 (sv) |
| GB (1) | GB1443612A (sv) |
| HK (1) | HK16781A (sv) |
| IE (1) | IE40160B1 (sv) |
| IL (1) | IL45304A (sv) |
| NL (1) | NL7409964A (sv) |
| NO (1) | NO148883C (sv) |
| PH (1) | PH12019A (sv) |
| SE (1) | SE420406B (sv) |
| ZA (1) | ZA744620B (sv) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4171376A (en) * | 1973-07-23 | 1979-10-16 | Sterling Drug Inc. | Aryloxyalkyl keto-esters |
| US4096280A (en) * | 1977-01-24 | 1978-06-20 | Sterling Drug Inc. | Arylenedioxy-bis-diketones |
| NL8102740A (nl) * | 1981-06-05 | 1983-01-03 | Nederlanden Staat | Virusvaccins en werkwijze ter bereiding daarvan. |
| JP2008544987A (ja) * | 2005-06-30 | 2008-12-11 | バイエル・クロツプサイエンス・アクチエンゲゼルシヤフト | 殺虫性の（二置換プロペニル）フェニルアルキル置換複素環式環を調製するための改善された方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH532040A (de) * | 1970-03-24 | 1972-12-31 | Sandoz Ag | Verfahren zur Herstellung neuer Indolderivate |
| US3787443A (en) * | 1971-02-25 | 1974-01-22 | Zoecon Corp | Aryloxy epithio ethers |
-
1973
- 1973-07-23 US US05/381,406 patent/US3933837A/en not_active Expired - Lifetime
-
1974
- 1974-07-11 GB GB3080074A patent/GB1443612A/en not_active Expired
- 1974-07-19 IL IL45304A patent/IL45304A/xx unknown
- 1974-07-19 ZA ZA00744620A patent/ZA744620B/xx unknown
- 1974-07-22 FR FR7425343A patent/FR2238481B1/fr not_active Expired
- 1974-07-22 NO NO742681A patent/NO148883C/no unknown
- 1974-07-22 BE BE1006084A patent/BE817912A/xx not_active IP Right Cessation
- 1974-07-22 CH CH200377A patent/CH597133A5/xx not_active IP Right Cessation
- 1974-07-22 SE SE7409531A patent/SE420406B/sv unknown
- 1974-07-22 CH CH1007274A patent/CH601159A5/xx not_active IP Right Cessation
- 1974-07-22 AR AR254841A patent/AR214273A1/es active
- 1974-07-22 DK DK394174A patent/DK145179C/da active
- 1974-07-22 IE IE1545/74A patent/IE40160B1/xx unknown
- 1974-07-22 ES ES428486A patent/ES428486A1/es not_active Expired
- 1974-07-22 AT AT604374A patent/AT338245B/de not_active IP Right Cessation
- 1974-07-22 JP JP49084070A patent/JPS6038379B2/ja not_active Expired
- 1974-07-22 CA CA205,267A patent/CA1041524A/en not_active Expired
- 1974-07-22 FI FI2223/74A patent/FI64346C/fi active
- 1974-07-23 PH PH16085A patent/PH12019A/en unknown
- 1974-07-23 DE DE2435378A patent/DE2435378A1/de not_active Ceased
- 1974-07-23 NL NL7409964A patent/NL7409964A/xx active Search and Examination
-
1976
- 1976-10-26 AR AR265219A patent/AR213418A1/es active
-
1981
- 1981-04-30 HK HK167/81A patent/HK16781A/xx unknown
-
1983
- 1983-07-15 JP JP58129284A patent/JPS6039662B2/ja not_active Expired
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