GB1262078A - Preparation of phenoxy fumaric acid compounds and chromone-2-carboxylic acid compounds therefrom - Google Patents
Preparation of phenoxy fumaric acid compounds and chromone-2-carboxylic acid compounds therefromInfo
- Publication number
- GB1262078A GB1262078A GB2485768A GB2485768A GB1262078A GB 1262078 A GB1262078 A GB 1262078A GB 2485768 A GB2485768 A GB 2485768A GB 2485768 A GB2485768 A GB 2485768A GB 1262078 A GB1262078 A GB 1262078A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- acid compounds
- atoms
- groups
- group
- 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
- JUBYGTAJROUAPE-VURMDHGXSA-N (z)-2-phenoxybut-2-enedioic acid Chemical class OC(=O)\C=C(C(O)=O)/OC1=CC=CC=C1 JUBYGTAJROUAPE-VURMDHGXSA-N 0.000 title 1
- RVMGXWBCQGAWBR-UHFFFAOYSA-N 4-oxo-1-benzopyran-2-carboxylic acid Chemical class C1=CC=C2OC(C(=O)O)=CC(=O)C2=C1 RVMGXWBCQGAWBR-UHFFFAOYSA-N 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- 150000002367 halogens Chemical class 0.000 abstract 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 3
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 2
- 125000000623 heterocyclic group Chemical group 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- KPIUKTQMSRNMJN-UHFFFAOYSA-N 5-(2-ethoxyethoxy)-2-ethylphenol Chemical compound C(C)OCCOC=1C=CC(=C(C1)O)CC KPIUKTQMSRNMJN-UHFFFAOYSA-N 0.000 abstract 1
- 229910000497 Amalgam Inorganic materials 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- -1 alkali metal cation Chemical class 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/24—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
- C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
- C07C59/66—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings
- C07C59/68—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings the oxygen atom of the ether group being bound to a non-condensed six-membered aromatic ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1,262,078. Aryloxyfumaric acids; chromone- 2-carboxylic acids. FISONS PHARMACEUTICALS Ltd. 9 May, 1969 [24 May, 1968], No. 24857/68. Heading C2C. Compounds of the formula wherein R<SP>6</SP> is H or an R group, R is an alkyl group carrying one or more OH groups or a COOH group as substituents, an alkyl or aralkyl group interrupted by one or more O atoms which may, if desired, carry as substituents one or more OH groups, or is a heterocyclic ring containing C and O atoms which may be substituted by one or more OH groups or by one or more alkyl groups; R<SP>1</SP>, R<SP>2</SP> and R<SP>3</SP> are the same or different and each is H, halogen, lower alkyl or a group OR; or R<SP>1</SP> and R<SP>2</SP> together with the adjacent C atoms form a saturated or unsaturated heterocyclic ring containing only C and O atoms; are obtained by reacting a compound of the formula where M is H or an alkali metal cation with an acid of the formula or an ester thereof, where R<SP>12</SP> is halogen and R<SP>13</SP> is H, or R<SP>12</SP> and R<SP>13</SP> together form a C-C bond when R<SP>10</SP> and R<SP>11</SP> together form a C-C bond; or two of R<SP>10</SP>, R<SP>11</SP>, R<SP>12</SP> and R<SP>13</SP> are halogen, and the other two are H; under alkaline conditions, followed by hydrolysis of the product. Examples are given. Also, compounds of the formula or functional derivatives thereof; are obtained by cyclizing compounds of Formula I. Examples are given. 5 - (2 - Ethoxyethoxy) - 2 - ethyl phenol is obtained by reduction of 4-(2-ethoxyethoxy)-2- hydroxy-acetophenone with a Zn amalgam.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2485768A GB1262078A (en) | 1968-05-24 | 1968-05-24 | Preparation of phenoxy fumaric acid compounds and chromone-2-carboxylic acid compounds therefrom |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2485768A GB1262078A (en) | 1968-05-24 | 1968-05-24 | Preparation of phenoxy fumaric acid compounds and chromone-2-carboxylic acid compounds therefrom |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1262078A true GB1262078A (en) | 1972-02-02 |
Family
ID=10218344
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2485768A Expired GB1262078A (en) | 1968-05-24 | 1968-05-24 | Preparation of phenoxy fumaric acid compounds and chromone-2-carboxylic acid compounds therefrom |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1262078A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0068250A1 (en) * | 1981-06-26 | 1983-01-05 | Bayer Ag | Dioxybenzene ether derivatives, pharmaceutical compositions containing them, process for the preparation thereof and their use |
| US7365095B2 (en) | 2005-04-22 | 2008-04-29 | Wyeth | Chromane and chromene derivatives and uses thereof |
-
1968
- 1968-05-24 GB GB2485768A patent/GB1262078A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0068250A1 (en) * | 1981-06-26 | 1983-01-05 | Bayer Ag | Dioxybenzene ether derivatives, pharmaceutical compositions containing them, process for the preparation thereof and their use |
| US7365095B2 (en) | 2005-04-22 | 2008-04-29 | Wyeth | Chromane and chromene derivatives and uses thereof |
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