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 therefrom

Info

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
Application number
GB2485768A
Inventor
Colin Fitzmaurice
Hugh Cairns
Richard Hazard
John King
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Fisons Pharmaceuticals Ltd
Original Assignee
Fisons Pharmaceuticals Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Fisons Pharmaceuticals Ltd filed Critical Fisons Pharmaceuticals Ltd
Priority to GB2485768A priority Critical patent/GB1262078A/en
Publication of GB1262078A publication Critical patent/GB1262078A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D311/00Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02Heterocyclic 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
    • C07D311/04Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/22Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
    • C07D311/24Benzo[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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40Unsaturated compounds
    • C07C59/58Unsaturated compounds containing ether groups, groups, groups, or groups
    • C07C59/64Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
    • C07C59/66Unsaturated 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
    • C07C59/68Unsaturated 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

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.
GB2485768A 1968-05-24 1968-05-24 Preparation of phenoxy fumaric acid compounds and chromone-2-carboxylic acid compounds therefrom Expired GB1262078A (en)

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)

* Cited by examiner, † Cited by third party
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

Cited By (2)

* Cited by examiner, † Cited by third party
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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