GB568113A - Process of making methylene-bis-4-hydroxycoumarin - Google Patents

Process of making methylene-bis-4-hydroxycoumarin

Info

Publication number
GB568113A
GB568113A GB1543943A GB1543943A GB568113A GB 568113 A GB568113 A GB 568113A GB 1543943 A GB1543943 A GB 1543943A GB 1543943 A GB1543943 A GB 1543943A GB 568113 A GB568113 A GB 568113A
Authority
GB
United Kingdom
Prior art keywords
hydroxycoumarin
formaldehyde
added
bis
solution
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
GB1543943A
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.)
CLAUS WOLFGANG PICARD
Smith and Nephew Nominee Services Ltd
Original Assignee
CLAUS WOLFGANG PICARD
Herts 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 CLAUS WOLFGANG PICARD, Herts Pharmaceuticals Ltd filed Critical CLAUS WOLFGANG PICARD
Priority to GB1543943A priority Critical patent/GB568113A/en
Publication of GB568113A publication Critical patent/GB568113A/en
Expired legal-status Critical Current

Links

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
    • C07D311/42—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms in positions 2 and 4
    • C07D311/44—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms in positions 2 and 4 with one hydrogen atom in position 3
    • C07D311/46—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms in positions 2 and 4 with one hydrogen atom in position 3 unsubstituted in the carbocyclic ring
    • C07D311/48—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms in positions 2 and 4 with one hydrogen atom in position 3 unsubstituted in the carbocyclic ring with two such benzopyran radicals linked together by a carbon chain

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

3 : 31-Methylene-bis-(4-hydroxycoumarin) is prepared by reacting 4-hydroxycoumarin with formaldehyde or a polymer of formaldehyde in an organic solvent, preferably at elevated temperature. The formaldehyde may be used in either aqueous solution or in the gaseous form. The preferred solvent is glacial acetic acid, but methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl alcohols, acetone and dioxane may also be used. In examples: (1) formalin is added to a glacial acetic acid solution of 4-hydroxycoumarin at 100 DEG C.; (2) formalin is added to a solution of 4-hydroxycoumarin in boiling dioxane; (3) 40 per cent formaldehyde is added to a boiling solution of 4-hydroxycoumarin in methanol and the mixture refluxed; (4) 40 per cent formaldehyde is added to a boiling solution of 4-hydroxycoumarin in iso-propyl alcohol. In each of the examples, the product is 3 : 31-methylene-bis-(4-hydroxycoumarin).
GB1543943A 1943-09-21 1943-09-21 Process of making methylene-bis-4-hydroxycoumarin Expired GB568113A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1543943A GB568113A (en) 1943-09-21 1943-09-21 Process of making methylene-bis-4-hydroxycoumarin

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1543943A GB568113A (en) 1943-09-21 1943-09-21 Process of making methylene-bis-4-hydroxycoumarin

Publications (1)

Publication Number Publication Date
GB568113A true GB568113A (en) 1945-03-19

Family

ID=10059160

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1543943A Expired GB568113A (en) 1943-09-21 1943-09-21 Process of making methylene-bis-4-hydroxycoumarin

Country Status (1)

Country Link
GB (1) GB568113A (en)

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