HUP9801024A1 - Process for producing a 1(2h)-naphtalene-1-ylidene derivative - Google Patents
Process for producing a 1(2h)-naphtalene-1-ylidene derivativeInfo
- Publication number
- HUP9801024A1 HUP9801024A1 HU9801024A HUP9801024A HUP9801024A1 HU P9801024 A1 HUP9801024 A1 HU P9801024A1 HU 9801024 A HU9801024 A HU 9801024A HU P9801024 A HUP9801024 A HU P9801024A HU P9801024 A1 HUP9801024 A1 HU P9801024A1
- Authority
- HU
- Hungary
- Prior art keywords
- formula
- naphthalen
- dichlorophenyl
- methylamine
- dihydro
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 4
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 abstract 4
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000012024 dehydrating agents Substances 0.000 abstract 1
- 239000012450 pharmaceutical intermediate Substances 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- VGKDLMBJGBXTGI-SJCJKPOMSA-N sertraline Chemical compound C1([C@@H]2CC[C@@H](C3=CC=CC=C32)NC)=CC=C(Cl)C(Cl)=C1 VGKDLMBJGBXTGI-SJCJKPOMSA-N 0.000 abstract 1
- 229960002073 sertraline Drugs 0.000 abstract 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C249/00—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C249/02—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton of compounds containing imino groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A találmány tárgya új eljárás az (I) képletű ()-4-(S,R)-[(3,4-diklór-fenil)-3,4-dihidrő-1(2H)-naftalin-1-ilidén]-metil-amin előállítására a(II) képletű 4-(3,4-diklór-fenil)-3,4-dihidrő-1(2H)-naftalin-1-őn ésmetil-amin reakciója útján őly módőn, hőgy a reakciót vízelvőnó szeralkalmazása nélkül kis szénatőmszámú alkanőlban végzik el. Az (I)képletű vegyület értékes ismert gyógyszeripari közbenső termék,példáűl a sertralin előállításában használható. Az eljárás előnye,hőgy a költséges, kőrrőzív és környezetszennyező vízelvőnószerek (pl.titán-tetraklőrid) alkalmazását kiküszöbölik, a reakcióelegyegyszeresen feldőlgőzható és az eljárása üzemi körülmények között ismagas kitermeléssel elvégezhető. ŕThe subject of the invention is a new process for ()-4-(S,R)-[(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalen-1-ylidene] of the formula (I) for the production of methylamine by the reaction of 4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalen-1-one with the formula (II) and methylamine in the following manner, using a dehydrating agent without, it is carried out in a subcanal with a low number of carbon atoms. The compound of formula (I) can be used in the production of a valuable known pharmaceutical intermediate, for example, sertraline. The advantage of the process is that the use of expensive, corrosive and environmentally polluting dewatering agents (e.g. titanium tetrachloride) is eliminated, the reaction mixture can be heated up in a single step and the process can be carried out under operating conditions with a high yield. ŕ
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU9801024A HU226423B1 (en) | 1998-05-05 | 1998-05-05 | Process for producing a 1(2h)-naphtalene-1-ylidene derivative |
AU38401/99A AU3840199A (en) | 1998-05-05 | 1999-05-03 | Process for the preparation of a pharmaceutical intermediate |
PCT/HU1999/000034 WO1999057095A2 (en) | 1998-05-05 | 1999-05-03 | Process for the preparation of a pharmaceutical intermediate |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU9801024A HU226423B1 (en) | 1998-05-05 | 1998-05-05 | Process for producing a 1(2h)-naphtalene-1-ylidene derivative |
Publications (3)
Publication Number | Publication Date |
---|---|
HU9801024D0 HU9801024D0 (en) | 1998-06-29 |
HUP9801024A1 true HUP9801024A1 (en) | 2000-08-28 |
HU226423B1 HU226423B1 (en) | 2008-12-29 |
Family
ID=89996510
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HU9801024A HU226423B1 (en) | 1998-05-05 | 1998-05-05 | Process for producing a 1(2h)-naphtalene-1-ylidene derivative |
Country Status (3)
Country | Link |
---|---|
AU (1) | AU3840199A (en) |
HU (1) | HU226423B1 (en) |
WO (1) | WO1999057095A2 (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
YU32700A (en) | 1999-06-09 | 2002-03-18 | Pfizer Products Inc. | Process for preparing sertraline from chiral tetralone |
AU2002311059A1 (en) * | 2002-05-10 | 2003-12-12 | Jaroslav Frantisek | Process for the manufacture of sertraline |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4536518A (en) * | 1979-11-01 | 1985-08-20 | Pfizer Inc. | Antidepressant derivatives of cis-4-phenyl-1,2,3,4-tetrahydro-1-naphthalenamine |
US4855500A (en) * | 1988-05-04 | 1989-08-08 | Pfizer Inc. | Process for preparing a ketimine |
IN191358B (en) * | 1998-01-16 | 2003-11-29 | Pfizer Prod Inc |
-
1998
- 1998-05-05 HU HU9801024A patent/HU226423B1/en not_active IP Right Cessation
-
1999
- 1999-05-03 AU AU38401/99A patent/AU3840199A/en not_active Abandoned
- 1999-05-03 WO PCT/HU1999/000034 patent/WO1999057095A2/en active Application Filing
Also Published As
Publication number | Publication date |
---|---|
AU3840199A (en) | 1999-11-23 |
HU9801024D0 (en) | 1998-06-29 |
HU226423B1 (en) | 2008-12-29 |
WO1999057095A2 (en) | 1999-11-11 |
WO1999057095A3 (en) | 2000-01-13 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
HC9A | Change of name, address |
Owner name: EGIS GYOGYSZERGYAR NYRT., HU Free format text: FORMER OWNER(S): EGIS GYOGYSZERGYAR RT., HU |
|
MM4A | Lapse of definitive patent protection due to non-payment of fees |