PL420845A1 - Method for obtaining trazodone - Google Patents
Method for obtaining trazodoneInfo
- Publication number
- PL420845A1 PL420845A1 PL420845A PL42084517A PL420845A1 PL 420845 A1 PL420845 A1 PL 420845A1 PL 420845 A PL420845 A PL 420845A PL 42084517 A PL42084517 A PL 42084517A PL 420845 A1 PL420845 A1 PL 420845A1
- Authority
- PL
- Poland
- Prior art keywords
- trazodone
- reaction
- halogenopropyl
- triazolo
- pyridin
- Prior art date
Links
- PHLBKPHSAVXXEF-UHFFFAOYSA-N trazodone Chemical compound ClC1=CC=CC(N2CCN(CCCN3C(N4C=CC=CC4=N3)=O)CC2)=C1 PHLBKPHSAVXXEF-UHFFFAOYSA-N 0.000 title abstract 4
- 229960003991 trazodone Drugs 0.000 title abstract 4
- MHXPYWFZULXYHT-UHFFFAOYSA-N 1-(3-chlorophenyl)piperazin-1-ium;chloride Chemical compound Cl.ClC1=CC=CC(N2CCNCC2)=C1 MHXPYWFZULXYHT-UHFFFAOYSA-N 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 abstract 2
- 238000003786 synthesis reaction Methods 0.000 abstract 2
- LJRXNXBFJXXRNQ-UHFFFAOYSA-N 2h-[1,2,4]triazolo[4,3-a]pyridin-3-one Chemical compound C1=CC=CN2C(=O)NN=C21 LJRXNXBFJXXRNQ-UHFFFAOYSA-N 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000007791 liquid phase Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 229910000027 potassium carbonate Inorganic materials 0.000 abstract 1
- 230000005855 radiation Effects 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 239000007790 solid phase Substances 0.000 abstract 1
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 abstract 1
- YMBCJWGVCUEGHA-UHFFFAOYSA-M tetraethylammonium chloride Chemical compound [Cl-].CC[N+](CC)(CC)CC YMBCJWGVCUEGHA-UHFFFAOYSA-M 0.000 abstract 1
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Przedmiotem zgłoszenia jest sposób wytwarzania trazodonu w reakcji 2-(3-halogenopropylo)[1,2,4]triazolo[4,3-a]pirydyn-3(2H)-onu oraz chlorowodorku 1-(3-chlorofenylo)piperazyny, który polega na tym, że reakcję syntezy trazodonu prowadzi się w warunkach bezrozpuszczalnikowych w obecności promieniowania mikrofalowego, przy stosunku molowym 2-(3-halogenopropylo)[1,2,4]triazolo[4,3-a]pirydyn-3(2H)-onu do chlorowodorku 1-(3-chlorofenylo)piperazyny wynoszącym 1 : 1 do 1,2, z wykorzystaniem węglanu potasu o uziarnieniu 20 - 900 µm, w ilości 35 do 45% wag. mieszaniny, katalizatora PTC, wybranego spośród chlorku tetraetyloamoniowego, bromku tetrabutyloamoniowego, 1,4-diazabicyklo[2.2.2]oktanu, w ilości 1 do 4% wag. mieszaniny, a po zakończeniu syntezy do mieszaniny poreakcyjnej dodaje się wodę, miesza i oddziela, fazę ciekłą od zawierającej trazodon fazy stałejThe subject of the application is a method for producing trazodone by the reaction of 2- (3-halogenopropyl) [1,2,4] triazolo [4,3-a] pyridin-3 (2H) -one and 1- (3-chlorophenyl) piperazine hydrochloride, which consists in the fact that the trazodone synthesis reaction is carried out under solvent-free conditions in the presence of microwave radiation, at a molar ratio of 2- (3-halogenopropyl) [1,2,4] triazolo [4,3-a] pyridin-3 (2H) - to 1- (3-chlorophenyl) piperazine hydrochloride of 1: 1 to 1.2, using potassium carbonate with a grain size of 20 - 900 Pm, in an amount of 35 to 45 wt. a mixture, a PTC catalyst, selected from tetraethylammonium chloride, tetrabutylammonium bromide, 1,4-diazabicyclo [2.2.2] octane, in an amount of 1 to 4 wt. mixtures, and after the synthesis is complete, water is added to the reaction mixture, mixed and separated, the liquid phase from the trazodone-containing solid phase
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL420845A PL234822B1 (en) | 2017-03-14 | 2017-03-14 | Method for obtaining trazodone |
| PCT/PL2018/000024 WO2018169420A1 (en) | 2017-03-14 | 2018-03-06 | Method for the preparation of trazodone |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL420845A PL234822B1 (en) | 2017-03-14 | 2017-03-14 | Method for obtaining trazodone |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL420845A1 true PL420845A1 (en) | 2018-09-24 |
| PL234822B1 PL234822B1 (en) | 2020-04-30 |
Family
ID=61972190
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL420845A PL234822B1 (en) | 2017-03-14 | 2017-03-14 | Method for obtaining trazodone |
Country Status (2)
| Country | Link |
|---|---|
| PL (1) | PL234822B1 (en) |
| WO (1) | WO2018169420A1 (en) |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1066857B (en) | 1965-12-15 | 1985-03-12 | Acraf | DERIVATIVES OF S IPIAZOLE 4.3 A PYRIDIN AND PROCESSES FOR THEIR PREPARATION |
| WO2009105604A1 (en) | 2008-02-20 | 2009-08-27 | Auspex Pharmaceuticals, Inc. | Substituted triazolopyridines |
| IN2014MU00203A (en) | 2014-01-21 | 2015-09-25 | Piramal Entpr Ltd |
-
2017
- 2017-03-14 PL PL420845A patent/PL234822B1/en unknown
-
2018
- 2018-03-06 WO PCT/PL2018/000024 patent/WO2018169420A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| WO2018169420A1 (en) | 2018-09-20 |
| PL234822B1 (en) | 2020-04-30 |
| WO2018169420A9 (en) | 2018-11-08 |
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