NL7907661A - Werkwijze voor de bereiding van 2-amino- of 2-thio- -gesubstitueerde derivaten 4,5-difenyl-oxazool. - Google Patents
Werkwijze voor de bereiding van 2-amino- of 2-thio- -gesubstitueerde derivaten 4,5-difenyl-oxazool. Download PDFInfo
- Publication number
- NL7907661A NL7907661A NL7907661A NL7907661A NL7907661A NL 7907661 A NL7907661 A NL 7907661A NL 7907661 A NL7907661 A NL 7907661A NL 7907661 A NL7907661 A NL 7907661A NL 7907661 A NL7907661 A NL 7907661A
- Authority
- NL
- Netherlands
- Prior art keywords
- diphenyl
- oxazole
- amino
- ococh
- thio
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 7
- 238000002360 preparation method Methods 0.000 title description 3
- ODKHOKLXMBWVOQ-UHFFFAOYSA-N 4,5-diphenyl-1,3-oxazole Chemical compound O1C=NC(C=2C=CC=CC=2)=C1C1=CC=CC=C1 ODKHOKLXMBWVOQ-UHFFFAOYSA-N 0.000 title description 2
- GOJUJUVQIVIZAV-UHFFFAOYSA-N 2-amino-4,6-dichloropyrimidine-5-carbaldehyde Chemical compound NC1=NC(Cl)=C(C=O)C(Cl)=N1 GOJUJUVQIVIZAV-UHFFFAOYSA-N 0.000 title 1
- 238000006243 chemical reaction Methods 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 5
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 claims description 2
- 125000003277 amino group Chemical class 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000004149 thio group Chemical class *S* 0.000 claims description 2
- 239000007858 starting material Substances 0.000 claims 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 35
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 28
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 27
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- 229940086542 triethylamine Drugs 0.000 description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 8
- 239000000741 silica gel Substances 0.000 description 8
- 229910002027 silica gel Inorganic materials 0.000 description 8
- 229940093471 ethyl oleate Drugs 0.000 description 5
- -1 (2-ethyl acetate) -amino-oxazole Chemical compound 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N ethyl acetate Substances CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- NPFBJJBIDYIAJD-UHFFFAOYSA-N 2-(2-amino-1,3-oxazol-4-yl)ethanol Chemical compound NC1=NC(CCO)=CO1 NPFBJJBIDYIAJD-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 description 3
- 239000012346 acetyl chloride Substances 0.000 description 3
- 238000010828 elution Methods 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- RZWZRACFZGVKFM-UHFFFAOYSA-N propanoyl chloride Chemical compound CCC(Cl)=O RZWZRACFZGVKFM-UHFFFAOYSA-N 0.000 description 3
- ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical group Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 3
- WLAMNBDJUVNPJU-UHFFFAOYSA-N 2-methylbutyric acid Chemical compound CCC(C)C(O)=O WLAMNBDJUVNPJU-UHFFFAOYSA-N 0.000 description 2
- LJHWVZISSDIOFV-UHFFFAOYSA-N NC=1OC=CN1.C(C)C(C(=O)O)C Chemical compound NC=1OC=CN1.C(C)C(C(=O)O)C LJHWVZISSDIOFV-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 238000010898 silica gel chromatography Methods 0.000 description 2
- IFABLCIRROMTAN-MDZDMXLPSA-N (e)-1-chlorooctadec-9-ene Chemical compound CCCCCCCC\C=C\CCCCCCCCCl IFABLCIRROMTAN-MDZDMXLPSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 125000004990 dihydroxyalkyl group Chemical group 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 210000004885 white matter Anatomy 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/30—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D263/34—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D263/46—Sulfur atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/30—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D263/34—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D263/48—Nitrogen atoms not forming part of a nitro radical
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Hematology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Diabetes (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Steroid Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT28825/78A IT1099996B (it) | 1978-10-17 | 1978-10-17 | Derivati del 4,5-difenil-ossazolo 2-ammino o 2-tio sostituiti e procedimento per il loro ottenimento |
| IT2882578 | 1978-10-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NL7907661A true NL7907661A (nl) | 1980-04-21 |
Family
ID=11224263
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NL7907661A NL7907661A (nl) | 1978-10-17 | 1979-10-17 | Werkwijze voor de bereiding van 2-amino- of 2-thio- -gesubstitueerde derivaten 4,5-difenyl-oxazool. |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US4591596A (OSRAM) |
| JP (1) | JPS5589271A (OSRAM) |
| AU (1) | AU533275B2 (OSRAM) |
| BE (1) | BE879440A (OSRAM) |
| CA (1) | CA1122221A (OSRAM) |
| CH (1) | CH645364A5 (OSRAM) |
| CS (1) | CS213305B2 (OSRAM) |
| DD (1) | DD146598A5 (OSRAM) |
| DE (1) | DE2942050C2 (OSRAM) |
| DK (1) | DK151880C (OSRAM) |
| FR (1) | FR2439191A1 (OSRAM) |
| GB (1) | GB2036006B (OSRAM) |
| HU (1) | HU181426B (OSRAM) |
| IL (1) | IL58458A (OSRAM) |
| IT (1) | IT1099996B (OSRAM) |
| LU (1) | LU81788A1 (OSRAM) |
| NL (1) | NL7907661A (OSRAM) |
| NO (1) | NO793322L (OSRAM) |
| SE (1) | SE446533B (OSRAM) |
| SU (1) | SU982540A3 (OSRAM) |
| YU (1) | YU41184B (OSRAM) |
| ZA (1) | ZA795525B (OSRAM) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1099996B (it) * | 1978-10-17 | 1985-09-28 | Anic Spa | Derivati del 4,5-difenil-ossazolo 2-ammino o 2-tio sostituiti e procedimento per il loro ottenimento |
| US7749980B2 (en) * | 2003-10-21 | 2010-07-06 | Inspire Pharmaceuticals, Inc. | Non-nucleotide compositions and method for treating pain |
| CN114173571A (zh) | 2019-08-09 | 2022-03-11 | Zuru(新加坡)私人有限公司 | 涂有软糖糖果的不可食用容器 |
| CA223120S (en) | 2023-05-22 | 2025-11-24 | Zuru Singapore Pte Ltd | Confectionery |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1538009A (fr) * | 1966-08-10 | 1968-08-30 | Serono Ist Farm | 4, 5-diphényl-oxazols 2-amino-substitués et les procédés de préparation par synthèse propres à les obtenir |
| CH506548A (de) * | 1966-08-10 | 1971-04-30 | Serono Ist Farm | Verfahren zur Herstellung von 2-aminsubstituiertem 4,5-Diphenyl-Oxazol |
| DE2129012A1 (de) * | 1971-06-11 | 1973-01-04 | Merck Patent Gmbh | Azol-derivate |
| DE2428249C3 (de) * | 1973-07-09 | 1978-12-14 | Serna Ag, Glarus (Schweiz) | Verfahren zur Herstellung von |
| GB1497536A (en) * | 1973-12-17 | 1978-01-12 | Lilly Industries Ltd | 2-acylaminooxazoles methods for their preparation and their use |
| GB1507032A (en) * | 1974-08-06 | 1978-04-12 | Serono Lab | 2-thiol-4,5-diphenyloxazole s-derivatives |
| IT1085524B (it) * | 1977-03-22 | 1985-05-28 | Snam Progetti | Materiali e fibre porose biocompatibili in grado di inglobare sostanze di interesse biologico e metodi per il loro ottenimento |
| IT1099996B (it) * | 1978-10-17 | 1985-09-28 | Anic Spa | Derivati del 4,5-difenil-ossazolo 2-ammino o 2-tio sostituiti e procedimento per il loro ottenimento |
-
1978
- 1978-10-17 IT IT28825/78A patent/IT1099996B/it active
-
1979
- 1979-10-11 AU AU51712/79A patent/AU533275B2/en not_active Ceased
- 1979-10-12 GB GB7935584A patent/GB2036006B/en not_active Expired
- 1979-10-15 LU LU81788A patent/LU81788A1/fr unknown
- 1979-10-15 YU YU2503/79A patent/YU41184B/xx unknown
- 1979-10-15 NO NO793322A patent/NO793322L/no unknown
- 1979-10-15 SE SE7908532A patent/SE446533B/sv not_active IP Right Cessation
- 1979-10-16 DK DK436879A patent/DK151880C/da active
- 1979-10-16 SU SU792834908A patent/SU982540A3/ru active
- 1979-10-16 BE BE0/197669A patent/BE879440A/fr not_active IP Right Cessation
- 1979-10-16 ZA ZA00795525A patent/ZA795525B/xx unknown
- 1979-10-16 CH CH930179A patent/CH645364A5/it not_active IP Right Cessation
- 1979-10-16 FR FR7925705A patent/FR2439191A1/fr active Granted
- 1979-10-16 IL IL58458A patent/IL58458A/xx unknown
- 1979-10-16 CA CA000337867A patent/CA1122221A/en not_active Expired
- 1979-10-16 DD DD79216260A patent/DD146598A5/de not_active IP Right Cessation
- 1979-10-16 HU HU79EE2699A patent/HU181426B/hu not_active IP Right Cessation
- 1979-10-16 JP JP13248079A patent/JPS5589271A/ja active Granted
- 1979-10-17 DE DE2942050A patent/DE2942050C2/de not_active Expired
- 1979-10-17 CS CS797044A patent/CS213305B2/cs unknown
- 1979-10-17 NL NL7907661A patent/NL7907661A/nl not_active Application Discontinuation
-
1983
- 1983-11-17 US US06/552,987 patent/US4591596A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| FR2439191B1 (OSRAM) | 1982-06-18 |
| US4591596A (en) | 1986-05-27 |
| AU5171279A (en) | 1980-04-24 |
| DE2942050C2 (de) | 1986-12-04 |
| DK151880C (da) | 1988-06-06 |
| CA1122221A (en) | 1982-04-20 |
| CS213305B2 (en) | 1982-04-09 |
| GB2036006A (en) | 1980-06-25 |
| SE446533B (sv) | 1986-09-22 |
| IT7828825A0 (it) | 1978-10-17 |
| JPS5589271A (en) | 1980-07-05 |
| GB2036006B (en) | 1983-01-06 |
| JPH0231072B2 (OSRAM) | 1990-07-11 |
| IT1099996B (it) | 1985-09-28 |
| DE2942050A1 (de) | 1980-04-24 |
| LU81788A1 (fr) | 1980-01-24 |
| SU982540A3 (ru) | 1982-12-15 |
| AU533275B2 (en) | 1983-11-17 |
| IL58458A (en) | 1983-06-15 |
| CH645364A5 (it) | 1984-09-28 |
| FR2439191A1 (fr) | 1980-05-16 |
| BE879440A (fr) | 1980-04-16 |
| DK151880B (da) | 1988-01-11 |
| YU41184B (en) | 1986-12-31 |
| IL58458A0 (en) | 1980-01-31 |
| SE7908532L (sv) | 1980-04-18 |
| DD146598A5 (de) | 1981-02-18 |
| HU181426B (en) | 1983-07-28 |
| DK436879A (da) | 1980-04-18 |
| ZA795525B (en) | 1980-10-29 |
| YU250379A (en) | 1983-04-30 |
| NO793322L (no) | 1980-04-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A1A | A request for search or an international-type search has been filed | ||
| BB | A search report has been drawn up | ||
| A85 | Still pending on 85-01-01 | ||
| BC | A request for examination has been filed | ||
| BV | The patent application has lapsed |