DE2232919A1 - Verfahren zur herstellung von 1-alkyl-4phenyl- bzw. -4-(2'-thienyl)-5,6,7,8-tetrahydro-2(lh)-chinazolinonen - Google Patents
Verfahren zur herstellung von 1-alkyl-4phenyl- bzw. -4-(2'-thienyl)-5,6,7,8-tetrahydro-2(lh)-chinazolinonenInfo
- Publication number
- DE2232919A1 DE2232919A1 DE2232919A DE2232919A DE2232919A1 DE 2232919 A1 DE2232919 A1 DE 2232919A1 DE 2232919 A DE2232919 A DE 2232919A DE 2232919 A DE2232919 A DE 2232919A DE 2232919 A1 DE2232919 A1 DE 2232919A1
- Authority
- DE
- Germany
- Prior art keywords
- alkyl
- tetrahydro
- formula
- phenyl
- thienyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 238000000034 method Methods 0.000 title claims 5
- 238000004519 manufacturing process Methods 0.000 title claims 2
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 229910052731 fluorine Inorganic materials 0.000 claims description 5
- 239000011737 fluorine Substances 0.000 claims description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 239000000460 chlorine Substances 0.000 claims description 4
- 150000002431 hydrogen Chemical class 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
- AVRPFRMDMNDIDH-UHFFFAOYSA-N 1h-quinazolin-2-one Chemical compound C1=CC=CC2=NC(O)=NC=C21 AVRPFRMDMNDIDH-UHFFFAOYSA-N 0.000 claims 7
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 2
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 239000012024 dehydrating agents Substances 0.000 claims 2
- 230000018044 dehydration Effects 0.000 claims 2
- 238000006297 dehydration reaction Methods 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 1
- DBXATJCVRRXUTC-UHFFFAOYSA-N 5,6,7,8-tetrahydro-1h-quinazolin-2-one Chemical compound C1CCCC2=NC(O)=NC=C21 DBXATJCVRRXUTC-UHFFFAOYSA-N 0.000 claims 1
- MKYBYDHXWVHEJW-UHFFFAOYSA-N N-[1-oxo-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propan-2-yl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(C(C)NC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 MKYBYDHXWVHEJW-UHFFFAOYSA-N 0.000 claims 1
- 239000003513 alkali Substances 0.000 claims 1
- -1 alkyl chlorocarbonate Chemical compound 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 150000001768 cations Chemical class 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 239000007858 starting material Substances 0.000 claims 1
- 125000004205 trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 3
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- 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]
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/78—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 2
- C07D239/80—Oxygen atoms
- C07D239/82—Oxygen atoms with an aryl radical attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/22—Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pain & Pain Management (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Rheumatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US16096071A | 1971-07-08 | 1971-07-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2232919A1 true DE2232919A1 (de) | 1973-02-08 |
Family
ID=22579209
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2232919A Withdrawn DE2232919A1 (de) | 1971-07-08 | 1972-07-05 | Verfahren zur herstellung von 1-alkyl-4phenyl- bzw. -4-(2'-thienyl)-5,6,7,8-tetrahydro-2(lh)-chinazolinonen |
| DE2254326*A Withdrawn DE2254326A1 (de) | 1971-07-08 | 1972-07-05 | Verfahren zur herstellung von 2-alkylamino-alpha-phenyl- bzw. -alpha(2'-thienyl)-cyclohexen-1-methyleniminen |
| DE2254325*A Withdrawn DE2254325A1 (de) | 1971-07-08 | 1972-07-05 | Verfahren zur herstellung von 1-alkyl4-phenyl- bzw. -4-(2'-thienyl)-3,4-dihydro2(1h)-chinazolinonen |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2254326*A Withdrawn DE2254326A1 (de) | 1971-07-08 | 1972-07-05 | Verfahren zur herstellung von 2-alkylamino-alpha-phenyl- bzw. -alpha(2'-thienyl)-cyclohexen-1-methyleniminen |
| DE2254325*A Withdrawn DE2254325A1 (de) | 1971-07-08 | 1972-07-05 | Verfahren zur herstellung von 1-alkyl4-phenyl- bzw. -4-(2'-thienyl)-3,4-dihydro2(1h)-chinazolinonen |
Country Status (26)
| Country | Link |
|---|---|
| US (1) | US4066665A (enExample) |
| JP (4) | JPS577150B1 (enExample) |
| AT (1) | AT338270B (enExample) |
| BE (1) | BE785937A (enExample) |
| BG (1) | BG19170A3 (enExample) |
| CA (1) | CA1002953A (enExample) |
| CH (2) | CH587804A5 (enExample) |
| CS (1) | CS189583B2 (enExample) |
| DD (3) | DD106175A5 (enExample) |
| DE (3) | DE2232919A1 (enExample) |
| ES (1) | ES404598A1 (enExample) |
| FI (1) | FI57401C (enExample) |
| FR (2) | FR2144753B1 (enExample) |
| GB (1) | GB1383255A (enExample) |
| IE (1) | IE36541B1 (enExample) |
| IL (1) | IL39845A (enExample) |
| NL (1) | NL7209322A (enExample) |
| NO (1) | NO136838C (enExample) |
| OA (1) | OA04129A (enExample) |
| PH (1) | PH13454A (enExample) |
| PL (1) | PL89011B1 (enExample) |
| RO (1) | RO63336A (enExample) |
| SE (1) | SE406196B (enExample) |
| SU (1) | SU528032A3 (enExample) |
| YU (1) | YU177672A (enExample) |
| ZA (1) | ZA724688B (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3996227A (en) * | 1971-07-08 | 1976-12-07 | Sandoz, Inc. | 7-Methyl-1-isopropyl-4-phenyl-5,6,7,8-tetrahydro-2(1H)-quinazolinone |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5271483A (en) * | 1975-12-11 | 1977-06-14 | Sumitomo Chem Co Ltd | Synthesis of 2(1h)-quinazolinone derivatives |
| CH642638A5 (de) * | 1977-09-06 | 1984-04-30 | Sandoz Ag | Verfahren zur herstellung von chinazolin-2(1h)-onen. |
| JPS5661198A (en) * | 1979-10-24 | 1981-05-26 | Shinto Paint Co Ltd | Method of painting board for wiring conductive print |
| JPS5878494A (ja) * | 1981-11-05 | 1983-05-12 | セイコーエプソン株式会社 | プリント配線板の製造方法 |
| JPS5878495A (ja) * | 1981-11-05 | 1983-05-12 | セイコーエプソン株式会社 | プリント配線板の製造方法 |
| JPS58222593A (ja) * | 1982-02-24 | 1983-12-24 | 日立化成工業株式会社 | 金属芯入りプリント配線板用基板の製造法 |
| US4601916A (en) * | 1984-07-18 | 1986-07-22 | Kollmorgen Technologies Corporation | Process for bonding metals to electrophoretically deposited resin coatings |
| JPS6133463U (ja) * | 1984-07-30 | 1986-02-28 | 三菱電線工業株式会社 | 金属ベ−ス基板 |
| JPS61156000U (enExample) * | 1985-03-19 | 1986-09-27 | ||
| US6951707B2 (en) * | 2001-03-08 | 2005-10-04 | Ppg Industries Ohio, Inc. | Process for creating vias for circuit assemblies |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3553199A (en) * | 1967-03-17 | 1971-01-05 | Hoffmann La Roche | Reaction of 2-aminobenzophenone amines and benzhydryl amines with di-leaveing group-substituted ethane |
| US3549635A (en) * | 1968-07-01 | 1970-12-22 | Sandoz Ag | Preparation of substituted-2(1h)-quinazolinones |
| BG16042A3 (bg) * | 1968-11-12 | 1972-05-20 | Nans Ott | Метод за получаване на нови 2(1н)-хиназолинони |
| US3563990A (en) * | 1969-03-18 | 1971-02-16 | Sandoz Ag | 1-substituted-4-aryl-2(1h)-quinazolinones |
| DD202218A5 (de) * | 1982-04-27 | 1983-08-31 | Orion Radio | Verfahren und schaltungsanordnung zur erzeugung einer phasengetasteten kohaerenten traegerfrequenz |
-
0
- BE BE785937D patent/BE785937A/xx unknown
-
1972
- 1972-06-28 CH CH1000775A patent/CH587804A5/xx not_active IP Right Cessation
- 1972-06-28 CH CH967772A patent/CH602668A5/xx not_active IP Right Cessation
- 1972-06-29 SE SE7208555A patent/SE406196B/xx unknown
- 1972-06-30 PH PH13677A patent/PH13454A/en unknown
- 1972-06-30 FI FI1870/72A patent/FI57401C/fi active
- 1972-06-30 NO NO2357/72A patent/NO136838C/no unknown
- 1972-07-03 NL NL7209322A patent/NL7209322A/xx not_active Application Discontinuation
- 1972-07-04 FR FR7224092A patent/FR2144753B1/fr not_active Expired
- 1972-07-04 CS CS724738A patent/CS189583B2/cs unknown
- 1972-07-04 GB GB3116172A patent/GB1383255A/en not_active Expired
- 1972-07-05 DE DE2232919A patent/DE2232919A1/de not_active Withdrawn
- 1972-07-05 DE DE2254326*A patent/DE2254326A1/de not_active Withdrawn
- 1972-07-05 DE DE2254325*A patent/DE2254325A1/de not_active Withdrawn
- 1972-07-06 ES ES404598A patent/ES404598A1/es not_active Expired
- 1972-07-06 RO RO7200071526A patent/RO63336A/ro unknown
- 1972-07-06 PL PL1972156542A patent/PL89011B1/pl unknown
- 1972-07-06 IE IE961/72A patent/IE36541B1/xx unknown
- 1972-07-06 IL IL39845A patent/IL39845A/xx unknown
- 1972-07-06 YU YU01776/72A patent/YU177672A/xx unknown
- 1972-07-06 OA OA54634A patent/OA04129A/xx unknown
- 1972-07-06 BG BG020905A patent/BG19170A3/xx unknown
- 1972-07-06 SU SU1808956A patent/SU528032A3/ru active
- 1972-07-07 DD DD170837*A patent/DD106175A5/xx unknown
- 1972-07-07 CA CA146,572A patent/CA1002953A/en not_active Expired
- 1972-07-07 ZA ZA724688A patent/ZA724688B/xx unknown
- 1972-07-07 AT AT582972A patent/AT338270B/de not_active IP Right Cessation
- 1972-07-07 DD DD164258A patent/DD101400A5/xx unknown
- 1972-07-07 JP JP6762772A patent/JPS577150B1/ja active Pending
- 1972-07-07 DD DD170839*A patent/DD106171A5/xx unknown
-
1974
- 1974-02-07 FR FR7404125A patent/FR2208681B1/fr not_active Expired
- 1974-06-19 US US05/480,626 patent/US4066665A/en not_active Expired - Lifetime
-
1980
- 1980-06-26 JP JP55085999A patent/JPS58422B2/ja not_active Expired
- 1980-06-26 JP JP55086000A patent/JPS585198B2/ja not_active Expired
- 1980-06-26 JP JP8599880A patent/JPS56115758A/ja active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3996227A (en) * | 1971-07-08 | 1976-12-07 | Sandoz, Inc. | 7-Methyl-1-isopropyl-4-phenyl-5,6,7,8-tetrahydro-2(1H)-quinazolinone |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| 8139 | Disposal/non-payment of the annual fee |