ES444144A1 - Preparation of 6,11-dihydro-11-oxodibenz(b,e)-oxepin-alkanoic acids - Google Patents
Preparation of 6,11-dihydro-11-oxodibenz(b,e)-oxepin-alkanoic acidsInfo
- Publication number
- ES444144A1 ES444144A1 ES444144A ES444144A ES444144A1 ES 444144 A1 ES444144 A1 ES 444144A1 ES 444144 A ES444144 A ES 444144A ES 444144 A ES444144 A ES 444144A ES 444144 A1 ES444144 A1 ES 444144A1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- oxodibenz
- dihydro
- compounds
- oxepin
- 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
- 239000002253 acid Substances 0.000 title abstract 2
- 150000007513 acids Chemical class 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 3
- FBAFATDZDUQKNH-UHFFFAOYSA-M iron chloride Chemical compound [Cl-].[Fe] FBAFATDZDUQKNH-UHFFFAOYSA-M 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 2
- 239000002841 Lewis acid Substances 0.000 abstract 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract 1
- 230000001760 anti-analgesic effect Effects 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- -1 dicarbonyl halides Chemical class 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 150000007517 lewis acids Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D313/00—Heterocyclic compounds containing rings of more than six members having one oxygen atom as the only ring hetero atom
- C07D313/02—Seven-membered rings
- C07D313/06—Seven-membered rings condensed with carbocyclic rings or ring systems
- C07D313/10—Seven-membered rings condensed with carbocyclic rings or ring systems condensed with two six-membered rings
- C07D313/12—[b,e]-condensed
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyrane Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
6,11-Dihydro-11-oxodibenz[b,e]oxepinealkanoic acids of the formula I are prepared from dicarbonyl halides of the formula II which are converted into oxepinealkanoyl halides which are then hydrolysed to compounds of the formula I. The symbols in the formulae have the meaning stated in Claim 1. The reaction is carried out either with a Lewis acid in the presence of solvents at 0 DEG C to room temperature or in the presence of iron chloride without solvent at temperatures from 100 to 150 DEG C. The compounds of the formula II can be prepared by treating the corresponding dicarboxylic acid with a mixture of thionyl chloride and iron chloride at room temperature to the boiling point of the reaction mixture. The compounds of the formula I have anti-inflammatory and analgesic effects.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US54096375A | 1975-01-14 | 1975-01-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES444144A1 true ES444144A1 (en) | 1977-08-16 |
Family
ID=24157637
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES444144A Expired ES444144A1 (en) | 1975-01-14 | 1976-01-08 | Preparation of 6,11-dihydro-11-oxodibenz(b,e)-oxepin-alkanoic acids |
Country Status (20)
| Country | Link |
|---|---|
| JP (1) | JPS5195085A (en) |
| AT (1) | AT362376B (en) |
| BE (1) | BE837561A (en) |
| CA (1) | CA1081240A (en) |
| CH (1) | CH627464A5 (en) |
| CS (2) | CS190509B2 (en) |
| DK (1) | DK12376A (en) |
| ES (1) | ES444144A1 (en) |
| FI (1) | FI760052A7 (en) |
| FR (1) | FR2297852A1 (en) |
| GB (1) | GB1538775A (en) |
| HU (1) | HU175610B (en) |
| IE (1) | IE41999B1 (en) |
| IT (1) | IT1054782B (en) |
| LU (1) | LU74174A1 (en) |
| MX (1) | MX3745E (en) |
| NL (1) | NL7600204A (en) |
| NO (2) | NO149387C (en) |
| PT (1) | PT64691B (en) |
| SE (1) | SE422796B (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS56156273A (en) * | 1980-03-31 | 1981-12-02 | Dainippon Pharmaceut Co Ltd | Acetic derivative |
| US4576960A (en) * | 1981-12-23 | 1986-03-18 | Hoechst Roussel Pharmaceuticals Incorporated | 6,11-Dihydro-11-oxo-dibenz[b,e]oxepin derivatives |
| US4515946A (en) * | 1981-12-23 | 1985-05-07 | Hoechst-Roussel Pharmaceuticals Inc. | 6,11-Dihydro-11-oxo-dibenz-[b,e]oxepin derivatives |
| US4526891A (en) * | 1983-03-10 | 1985-07-02 | Hoechst Roussel Pharmaceuticals Inc. | Substituted alkyl amine derivatives of 6,11-dihydro-11-oxodibenz[b,e]oxepins |
| EP1487776A4 (en) | 2002-03-27 | 2005-05-25 | Smithkline Beecham Corp | Acid and ester compounds and methods of using the same |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1279682B (en) * | 1961-08-12 | 1968-10-10 | Boehringer & Soehne Gmbh | Process for the preparation of 6, 11-dihydro-dibenzo- [b, e] -oxepin- or -thiepin-11-one |
| DE1294970B (en) * | 1961-09-28 | 1969-05-14 | Boehringer & Soehne Gmbh | Process for the preparation of substituted 6, 11-dihydrodibenzo [b, e] -oxepin- or -thiepin-11-ones |
| FR1449569A (en) * | 1961-10-07 | 1966-05-06 | Boehringer & Soehne Gmbh | Process for the preparation of basic derivatives of dibenzo-oxepin and dibenzo-thiepin, their salts and their quaternary ammonium compounds |
| YU204274A (en) * | 1973-07-24 | 1982-06-30 | Hoechst Ag | Process for preparing new dibenzoxepin derivatives |
-
1976
- 1976-01-08 ES ES444144A patent/ES444144A1/en not_active Expired
- 1976-01-09 NL NL7600204A patent/NL7600204A/en not_active Application Discontinuation
- 1976-01-12 FI FI760052A patent/FI760052A7/fi not_active Application Discontinuation
- 1976-01-12 IT IT19179/76A patent/IT1054782B/en active
- 1976-01-13 HU HU76HO1871A patent/HU175610B/en unknown
- 1976-01-13 CH CH33876A patent/CH627464A5/en not_active IP Right Cessation
- 1976-01-13 GB GB1181/76A patent/GB1538775A/en not_active Expired
- 1976-01-13 IE IE54/76A patent/IE41999B1/en unknown
- 1976-01-13 PT PT64691A patent/PT64691B/en unknown
- 1976-01-13 CS CS76222A patent/CS190509B2/en unknown
- 1976-01-13 LU LU74174A patent/LU74174A1/xx unknown
- 1976-01-13 DK DK12376*#A patent/DK12376A/en not_active Application Discontinuation
- 1976-01-13 AT AT17476A patent/AT362376B/en not_active IP Right Cessation
- 1976-01-13 CS CS777409A patent/CS190550B2/en unknown
- 1976-01-13 NO NO760101A patent/NO149387C/en unknown
- 1976-01-13 CA CA243,400A patent/CA1081240A/en not_active Expired
- 1976-01-14 BE BE163509A patent/BE837561A/en not_active IP Right Cessation
- 1976-01-14 SE SE7600321A patent/SE422796B/en unknown
- 1976-01-14 JP JP51003719A patent/JPS5195085A/en active Pending
- 1976-01-14 MX MX762392U patent/MX3745E/en unknown
- 1976-01-14 FR FR7600784A patent/FR2297852A1/en active Granted
-
1981
- 1981-04-24 NO NO811390A patent/NO150157C/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| SE422796B (en) | 1982-03-29 |
| CA1081240A (en) | 1980-07-08 |
| NO149387C (en) | 1984-04-11 |
| IT1054782B (en) | 1981-11-30 |
| LU74174A1 (en) | 1976-12-31 |
| NO811390L (en) | 1976-07-15 |
| AT362376B (en) | 1981-05-11 |
| JPS5195085A (en) | 1976-08-20 |
| NO150157B (en) | 1984-05-21 |
| FI760052A7 (en) | 1976-07-15 |
| NL7600204A (en) | 1976-07-16 |
| CS190509B2 (en) | 1979-05-31 |
| SE7600321L (en) | 1976-07-15 |
| NO760101L (en) | 1976-07-15 |
| PT64691A (en) | 1976-05-01 |
| DK12376A (en) | 1976-07-15 |
| CH627464A5 (en) | 1982-01-15 |
| FR2297852B1 (en) | 1979-08-31 |
| IE41999B1 (en) | 1980-05-07 |
| HU175610B (en) | 1980-09-28 |
| GB1538775A (en) | 1979-01-24 |
| IE41999L (en) | 1976-07-14 |
| MX3745E (en) | 1981-06-11 |
| NO149387B (en) | 1984-01-02 |
| CS190550B2 (en) | 1979-05-31 |
| NO150157C (en) | 1984-08-29 |
| FR2297852A1 (en) | 1976-08-13 |
| BE837561A (en) | 1976-07-14 |
| ATA17476A (en) | 1980-10-15 |
| PT64691B (en) | 1977-08-09 |
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