GB980591A - A process for the manufacture of 2-dehydroemetines - Google Patents
A process for the manufacture of 2-dehydroemetinesInfo
- Publication number
- GB980591A GB980591A GB5820/63A GB582063A GB980591A GB 980591 A GB980591 A GB 980591A GB 5820/63 A GB5820/63 A GB 5820/63A GB 582063 A GB582063 A GB 582063A GB 980591 A GB980591 A GB 980591A
- Authority
- GB
- United Kingdom
- Prior art keywords
- reduction
- formula
- dehydroemetines
- acyl
- cation
- 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.)
- Expired
Links
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- 239000002253 acid Substances 0.000 abstract 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 2
- 150000001768 cations Chemical class 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 230000003647 oxidation Effects 0.000 abstract 2
- 238000007254 oxidation reaction Methods 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 239000007858 starting material Substances 0.000 abstract 2
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- -1 alkaline earth metal metal hydrides Chemical class 0.000 abstract 1
- 150000001450 anions Chemical class 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 230000003413 degradative effect Effects 0.000 abstract 1
- 229960003061 dihydroemetine Drugs 0.000 abstract 1
- 238000007327 hydrogenolysis reaction Methods 0.000 abstract 1
- 229910052987 metal hydride Inorganic materials 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 230000003287 optical effect Effects 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- H—ELECTRICITY
- H04—ELECTRIC COMMUNICATION TECHNIQUE
- H04Q—SELECTING
- H04Q3/00—Selecting arrangements
- H04Q3/58—Arrangements providing connection between main exchange and sub-exchange or satellite
- H04Q3/62—Arrangements providing connection between main exchange and sub-exchange or satellite for connecting to private branch exchanges
- H04Q3/625—Arrangements in the private branch exchange
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D455/00—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
- C07D455/03—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
- C07D455/04—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing a quinolizine ring system condensed with only one six-membered carbocyclic ring, e.g. julolidine
- C07D455/06—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing a quinolizine ring system condensed with only one six-membered carbocyclic ring, e.g. julolidine containing benzo [a] quinolizine ring systems
- C07D455/08—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing a quinolizine ring system condensed with only one six-membered carbocyclic ring, e.g. julolidine containing benzo [a] quinolizine ring systems having an isoquinolyl-1, a substituted isoquinolyl-1 or an alkylenedioxyisoquinolyl-1 radical linked through only one carbon atom, attached in position 2, e.g. emetine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Astronomy & Astrophysics (AREA)
- General Physics & Mathematics (AREA)
- Engineering & Computer Science (AREA)
- Computer Networks & Wireless Communication (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises a compound containing a cation of the formula <FORM:0980591/C2/1> or an N-acyl derivative thereof; in association with an anion derived from an inorganic or organic acid (other than an acid having a degradative effect on said cation) and acid addition salts thereof, and the preparation of 2-dehydroemetines or their N-acyl derivatives by the oxidation of 2-dehydroisoemetines or their N-acyl derivatives with a mercuric salt to give a compound of the formula IV, which is subsequently reduced. If desired, any acyl groups may be removed after the reduction. In a variation, the intermediate of the formula IV may be acylated prior to the reduction step. The starting material may be an optical enantiomer or a racemic 2-dehydroisoenetine, and in the latter case the optically active 2-dehydroemetines may be isolated from the reaction product. The oxidation is preferably carried out at elevated temperatures, suitably 30 DEG to 60 DEG C. The reduction is suitably carried out by alkali and alkaline earth metal metal hydrides in a suitable solvent. When the starting material is an N-benzoyl derivative, the reduction produces an N-benzyl-dehydroemetine from which the N-benzyl group may be removed by hydrogenolysis.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH188562A CH419137A (en) | 1962-02-16 | 1962-02-16 | Process for the conversion of 2-dehydro-isoemetine into 2-dehydro-emetine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB980591A true GB980591A (en) | 1965-01-13 |
Family
ID=4220865
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5820/63A Expired GB980591A (en) | 1962-02-16 | 1963-02-13 | A process for the manufacture of 2-dehydroemetines |
Country Status (11)
| Country | Link |
|---|---|
| BE (1) | BE628009A (en) |
| BR (1) | BR6346786D0 (en) |
| CH (1) | CH419137A (en) |
| DK (1) | DK104175C (en) |
| ES (1) | ES285166A1 (en) |
| FR (1) | FR1348760A (en) |
| GB (1) | GB980591A (en) |
| MY (1) | MY6600031A (en) |
| NL (1) | NL124479C (en) |
| OA (1) | OA00960A (en) |
| SE (1) | SE308315B (en) |
-
1962
- 1962-02-16 CH CH188562A patent/CH419137A/en unknown
-
1963
- 1963-02-04 SE SE1197/63A patent/SE308315B/xx unknown
- 1963-02-05 BE BE628009A patent/BE628009A/en unknown
- 1963-02-11 FR FR924310A patent/FR1348760A/en not_active Expired
- 1963-02-12 BR BR146786/63A patent/BR6346786D0/en unknown
- 1963-02-13 GB GB5820/63A patent/GB980591A/en not_active Expired
- 1963-02-13 DK DK66963AA patent/DK104175C/en active
- 1963-02-14 NL NL288989A patent/NL124479C/nl active
- 1963-02-15 ES ES285166A patent/ES285166A1/en not_active Expired
-
1964
- 1964-12-26 OA OA51055A patent/OA00960A/en unknown
-
1966
- 1966-12-31 MY MY196631A patent/MY6600031A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DK104175C (en) | 1966-04-18 |
| BR6346786D0 (en) | 1973-06-14 |
| SE308315B (en) | 1969-02-10 |
| OA00960A (en) | 1968-03-22 |
| NL124479C (en) | 1968-06-17 |
| CH419137A (en) | 1966-08-31 |
| FR1348760A (en) | 1964-01-10 |
| ES285166A1 (en) | 1963-08-01 |
| MY6600031A (en) | 1966-12-31 |
| BE628009A (en) | 1963-08-05 |
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