GB929051A - Process for the preparation of isocoumarin carboxylic acids - Google Patents

Process for the preparation of isocoumarin carboxylic acids

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Publication number
GB929051A
GB929051A GB4179359A GB4179359A GB929051A GB 929051 A GB929051 A GB 929051A GB 4179359 A GB4179359 A GB 4179359A GB 4179359 A GB4179359 A GB 4179359A GB 929051 A GB929051 A GB 929051A
Authority
GB
United Kingdom
Prior art keywords
acid
yielding
oxazolone
formula
carboxylic acids
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
GB4179359A
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.)
Koninklijke Pharmaceutische Fabrieken NV
Original Assignee
Koninklijke Pharmaceutische Fabrieken NV
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 Koninklijke Pharmaceutische Fabrieken NV filed Critical Koninklijke Pharmaceutische Fabrieken NV
Publication of GB929051A publication Critical patent/GB929051A/en
Expired legal-status Critical Current

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Iso coumarin carboxylic acids having the general formula <FORM:0929051/IV(a)/1> wherein R1 represents hydrogen or one or more alkoxy groups are prepared by condensing in an alcoholic solution a phthalaldehydic acid of the formula <FORM:0929051/IV(a)/2> wherein M represents hydrogen or a monovalent metal atom with an oxazolone-5 of the formula <FORM:0929051/IV(a)/3> wherein R2 is an aromatic hydro carbon radical, yielding an az lactone of the general formula <FORM:0929051/IV(a)/4> which is thereafter saponified by refluxing in an alkaline solution having a concentration of at least 10% of alkali hydroxide and then acidified. In examples: (1) 2-phenyl oxazolone-5 is reacted with an alcoholic solution of potassium opianate yielding the potassium salt of the resulting az-lactone which is recovered in the free form and saponified by refluxing in aqueous NaOH and the desired 7,8-dimethoxy 3-carboxyisocoumarin is recovered and converted into its methyl ester; (2) o-phthalaldehydic acid is similarly reacted yielding iso couramin acid. 2-Phenyl oxazolone-5 is prepared by reacting hippuric acid with acetic anhydride.
GB4179359A 1958-12-08 1959-12-08 Process for the preparation of isocoumarin carboxylic acids Expired GB929051A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
NL234002 1958-12-08

Publications (1)

Publication Number Publication Date
GB929051A true GB929051A (en) 1963-06-19

Family

ID=19751462

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4179359A Expired GB929051A (en) 1958-12-08 1959-12-08 Process for the preparation of isocoumarin carboxylic acids

Country Status (2)

Country Link
CH (1) CH379527A (en)
GB (1) GB929051A (en)

Also Published As

Publication number Publication date
CH379527A (en) 1964-07-15

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