GB950717A - New dibenzo-oxepin and -thiepin derivatives - Google Patents
New dibenzo-oxepin and -thiepin derivativesInfo
- Publication number
- GB950717A GB950717A GB3672462A GB3672462A GB950717A GB 950717 A GB950717 A GB 950717A GB 3672462 A GB3672462 A GB 3672462A GB 3672462 A GB3672462 A GB 3672462A GB 950717 A GB950717 A GB 950717A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compounds
- formula
- general formula
- prepared
- defined above
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D337/00—Heterocyclic compounds containing rings of more than six members having one sulfur atom as the only ring hetero atom
- C07D337/02—Seven-membered rings
- C07D337/06—Seven-membered rings condensed with carbocyclic rings or ring systems
- C07D337/10—Seven-membered rings condensed with carbocyclic rings or ring systems condensed with two six-membered rings
- C07D337/12—[b,e]-condensed
-
- 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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Pyrane Compounds (AREA)
Abstract
The invention comprises compounds of the general formula: <FORM:0950717/C2/1> wherein X is an oxygen or sulphur atom, R1 is a hydrogen or halogen atom or an alkyl or alkoxy radical and A is a tertiary amino group, and the acid addition salts and quaternary ammonium compounds thereof. Preferred compounds are those wherein the tertiary amino group A is a dialkylamino group or an unsubstituted or substituted nitrogen-containing heterocyclic radical. The compounds are prepared by reacting a cyclic ketone of the general formula: <FORM:0950717/C2/2> in which R1 and X are as defined above, with a Grignard compound of the general formula: Hal-Mg-CH2-CH2-CH2-A in which A is as defined above and Hal is a halogen atom, decomposing the addition product so obtained to give a carbinol of the general formula: <FORM:0950717/C2/3> in which A, X and R1 are as defined above, and splitting off water from this carbinol to give the desired product. Alternatively, the Grignard addition product may be converted to the desired end product in a single step, for example by boiling with hydrochloric acid. The cyclic ketones of formula (II) above and the tertiary carbinols of formula (III) above are stated to be novel compounds. The cyclic ketones of formula (II) may be prepared by internal condensation, in the presence of dehydrating or hydrogen halide-splitting agents, of compounds of the general formula: <FORM:0950717/C2/4> in which X and R1 are as defined above and Y is a hydroxyl radical or a halogen atom. Compounds of formula (VII) above in which Y is a hydroxyl radical may be prepared by reaction of o -bromo-o-tolyl bromide with the sodium salt of the appropriate phenol or thiophenol, whilst compounds in which Y is halogen may be obtained by standard methods, such as reaction with thionyl chloride, from the corresponding compounds in which Y is hydroxyl. o-(Phenoxymethyl)-benzoyl chloride, which is stated to be novel, is prepared from the corresponding acid by treatment with thionyl chloride. Examples are given. Specification 773,594 is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB64294A DE1232161B (en) | 1961-10-07 | 1961-10-07 | Process for the preparation of basic substituted dibenzo-oxepines and their salts |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB950717A true GB950717A (en) | 1964-02-26 |
Family
ID=6974332
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3672462A Expired GB950717A (en) | 1961-10-07 | 1962-09-27 | New dibenzo-oxepin and -thiepin derivatives |
Country Status (7)
| Country | Link |
|---|---|
| CH (1) | CH419172A (en) |
| CY (1) | CY396A (en) |
| DK (3) | DK111033B (en) |
| GB (1) | GB950717A (en) |
| LU (1) | LU42476A1 (en) |
| MY (1) | MY6700116A (en) |
| NL (4) | NL6508318A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0101234A1 (en) * | 1982-08-06 | 1984-02-22 | The Boots Company PLC | Therapeutic agent |
| US6737544B1 (en) * | 1998-10-20 | 2004-05-18 | Basf Aktiengesellschaft | Method for drying phenoxymethylbenzoic acids |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5208238A (en) * | 1989-06-19 | 1993-05-04 | Burroughs Wellcome Company | Agents for potentiating the effects of antitumor agents and combating multiple drug resistance |
| NZ234110A (en) * | 1989-06-19 | 1993-01-27 | Wellcome Found | Dibenzoazepine, -oxepine and -cycloheptane substituted alkylidene amines; pharmaceutical compositions containing such compounds or various other aryl substituted amines |
| GB8914040D0 (en) * | 1989-06-19 | 1989-08-09 | Wellcome Found | Agents for potentiating the effects of antitumour agents and combating multiple drug resistance |
| GB8914060D0 (en) * | 1989-06-19 | 1989-08-09 | Wellcome Found | Agents for potentiating the effects of antitumour agents and combating multiple drug resistance |
| GB8914061D0 (en) * | 1989-06-19 | 1989-08-09 | Wellcome Found | Agents for potentiating the effects of antitumour agents and combating multiple drug resistance |
-
0
- NL NL284002D patent/NL284002A/xx unknown
- NL NL121414D patent/NL121414C/xx active
-
1962
- 1962-09-27 GB GB3672462A patent/GB950717A/en not_active Expired
- 1962-10-04 CH CH1167562A patent/CH419172A/en unknown
- 1962-10-04 DK DK430462A patent/DK111033B/en unknown
- 1962-10-04 DK DK476064A patent/DK106861C/en active
- 1962-10-04 DK DK476164A patent/DK105767C/en active
- 1962-10-05 LU LU42476D patent/LU42476A1/xx unknown
-
1965
- 1965-06-29 NL NL6508318A patent/NL6508318A/xx unknown
- 1965-06-29 NL NL6508317A patent/NL6508317A/xx unknown
-
1967
- 1967-05-30 CY CY39667A patent/CY396A/en unknown
- 1967-12-31 MY MY6700116A patent/MY6700116A/en unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0101234A1 (en) * | 1982-08-06 | 1984-02-22 | The Boots Company PLC | Therapeutic agent |
| US6737544B1 (en) * | 1998-10-20 | 2004-05-18 | Basf Aktiengesellschaft | Method for drying phenoxymethylbenzoic acids |
Also Published As
| Publication number | Publication date |
|---|---|
| DK106861C (en) | 1967-03-28 |
| NL6508317A (en) | 1965-08-25 |
| NL284002A (en) | |
| LU42476A1 (en) | 1962-12-11 |
| NL121414C (en) | |
| CH419172A (en) | 1966-08-31 |
| MY6700116A (en) | 1967-12-31 |
| DK105767C (en) | 1966-11-07 |
| CY396A (en) | 1967-05-30 |
| DK111033B (en) | 1968-05-13 |
| NL6508318A (en) | 1965-08-25 |
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