RO85313B - Procedeu pentru prepararea unor anilide ale ergolinei - Google Patents
Procedeu pentru prepararea unor anilide ale ergolineiInfo
- Publication number
- RO85313B RO85313B RO109319A RO10931982A RO85313B RO 85313 B RO85313 B RO 85313B RO 109319 A RO109319 A RO 109319A RO 10931982 A RO10931982 A RO 10931982A RO 85313 B RO85313 B RO 85313B
- Authority
- RO
- Romania
- Prior art keywords
- general formula
- carbon
- formula
- chloro
- alkyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- -1 ergoline anilide Chemical class 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- ZAGRKAFMISFKIO-UHFFFAOYSA-N Isolysergic acid Natural products C1=CC(C2=CC(CN(C2C2)C)C(O)=O)=C3C2=CNC3=C1 ZAGRKAFMISFKIO-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 150000001448 anilines Chemical class 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 abstract 1
- 125000003963 dichloro group Chemical group Cl* 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000001153 fluoro group Chemical group F* 0.000 abstract 1
- 239000012458 free base Substances 0.000 abstract 1
- 239000007789 gas Substances 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- 238000011065 in-situ storage Methods 0.000 abstract 1
- 239000011261 inert gas Substances 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000012429 reaction media Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
- JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D457/00—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid
- C07D457/04—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid 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 in position 8
- C07D457/06—Lysergic acid amides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
Inventia se refera la un procedeu pentru prepararea unor anilide ale ergolinei cu formula generala I: (vezi formula) în care C9....C10 reprezinta o legatura carbon-carbon simpla sau dubla, R1 este alchil cu 1...4 atomi de carbon, R2 este hidrogen sau clor, X este alchil cu 1...4 atomi de carbon, alcoxi cu 1...4 atomi de carbon, hidrogen, fluor, clor, diclor, brom, amino si trrifluormetil, constînd din aceea ca un ester al acidului lisergic cu formula generala II: (vezi formula) în care C9...C10, R1 si R2 au semnificatiile de mai sus si R este metil sau etil, se trateaza cu o anilida de dimetilaluminiu cu formula generala III: (vezi formula) în care X are semnificatiile de mai sus, obtinuta in situ din cantitati echimoleculare de trimetilaluminiu si anilina sau derivatul de anilina corespunzator substituit, în prezenta toluenului sau benzenului ca solvent, reactia între compusii II si III avînd loc la temperatura camerii, în solventii de mai sus, eventual în amestec cu clorura de metilen, în atmosfera de gaz gaz inert, dupa care compusul cu formula I se izoleaza din mediul de reactie sub forma de baza libera sau sare, prin metode în sine cunoscute.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3150918A DE3150918C1 (de) | 1981-12-18 | 1981-12-18 | Verfahren zur Herstellung von Aniliden in der Ergolinreihe |
| DE19823216300 DE3216300A1 (de) | 1982-04-26 | 1982-04-26 | Neue ergotanilide, ihre herstellung und verwendung |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RO85313A RO85313A (ro) | 1984-09-29 |
| RO85313B true RO85313B (ro) | 1984-10-30 |
Family
ID=25798206
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RO109319A RO85313B (ro) | 1981-12-18 | 1982-12-14 | Procedeu pentru prepararea unor anilide ale ergolinei |
Country Status (8)
| Country | Link |
|---|---|
| EP (1) | EP0082805A3 (ro) |
| AU (1) | AU9147382A (ro) |
| DD (1) | DD208618A5 (ro) |
| DK (1) | DK558582A (ro) |
| ES (1) | ES517830A0 (ro) |
| GR (1) | GR78418B (ro) |
| RO (1) | RO85313B (ro) |
| YU (1) | YU254782A (ro) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5441961A (en) * | 1992-08-27 | 1995-08-15 | Eli Lilly And Company | Substituted cyclo or bicycloalkylamides of (8β)-6-(substituted) ergolines |
| TW252979B (ro) | 1992-12-24 | 1995-08-01 | Erba Carlo Spa | |
| MX2024003472A (es) | 2021-09-20 | 2024-06-12 | Blife Therapeutics Inc | Derivados del lsd, sintesis y metodo para el tratamiento de enfermedades y trastornos. |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2997470A (en) * | 1956-03-05 | 1961-08-22 | Lilly Co Eli | Lysergic acid amides |
| CH459243A (de) * | 1963-03-26 | 1968-07-15 | Sandoz Ag | Verfahren zur Herstellung von neuen Lysergalen |
| US3904633A (en) * | 1973-02-05 | 1975-09-09 | Richter Gedeon Vegyeszet | Lysergic amides |
| HU172649B (hu) * | 1975-04-24 | 1978-11-28 | Gyogyszerkutato Intezet | Sposob poluchenija novykh biologicheski aktivnykh lizergamidov |
-
1982
- 1982-11-12 YU YU254782A patent/YU254782A/xx unknown
- 1982-11-30 ES ES517830A patent/ES517830A0/es active Granted
- 1982-12-13 DD DD24589082A patent/DD208618A5/de unknown
- 1982-12-14 RO RO109319A patent/RO85313B/ro unknown
- 1982-12-14 AU AU91473/82A patent/AU9147382A/en not_active Abandoned
- 1982-12-16 DK DK558582A patent/DK558582A/da not_active Application Discontinuation
- 1982-12-16 GR GR70098A patent/GR78418B/el unknown
- 1982-12-17 EP EP82730148A patent/EP0082805A3/en not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| ES8307801A1 (es) | 1983-08-16 |
| EP0082805A2 (en) | 1983-06-29 |
| YU254782A (en) | 1986-10-31 |
| DD208618A5 (de) | 1984-04-04 |
| AU9147382A (en) | 1983-06-23 |
| RO85313A (ro) | 1984-09-29 |
| DK558582A (da) | 1983-06-19 |
| EP0082805A3 (en) | 1983-08-17 |
| GR78418B (ro) | 1984-09-27 |
| ES517830A0 (es) | 1983-08-16 |
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