← Back to Patent Explorer
EP0058057A1 Expired / Lapsed EP ⏱️ 0.0 years remaining

Method of producing quinone derivatives

Assignee: Takeda Pharmaceutical Co Ltd
•
Filing: 1982-02-04
•
Granted: —
•
Expires: 2002-02-04
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract A compound of the formula <CHEM> wherein R stands for an alkyl group having 1 to 22 carbon atoms and having at its terminal end a hydroxyl group which may be protected can be obtained with an industrial advantage by allowing a compound representable by the formula; <CHEM> to react with a peroxide of a carboxylic acid representable by the formula; RCOOH wherein R is of the same meaning as defined above, or with a peroxide of an acid anhydride of the carboxylic acid. <??>A compound of the formula; <CHEM> wherein R<2> stands for an alkyl group having 1 to 2 carbon atoms and having at its terminal end an optionally protected hydroxyl group, is a novel compound and has antifibrotic activity.

Inventors

  • 👤 Masazumi Watanabe
  • 👤 Isuke Imada

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-02 18:45
CPC Classifications
C; C07; C07C; C07C50/00; C07C50/26; C07C50/28; C07C43/00; C07C43/02; C07C43/20; C07C43/205; C07C43/2055; C07C43/23; C07C46/00

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 80 words
A method of preparing quinones representable by the formula; wherein R stands for an alkyl group having 1 to 22 carbon atoms and having at its terminal end a hydroxyl group which may be protected, which comprises allowing a compound representable by the formula; to react with a peroxide of a carboxylic acid representable by the formula; RCOOH wherein R is of the same meaning as defined above, or with a peroxide of an acid anhydride of the carboxylic acid.
Claim 2
Independent Claim 80 words
A method of preparing quinones representable by the formula; wherein R stands for an alkyl group having 1 to 22 carbon atoms and having at its terminal end a hydroxyl group which may be protected, which comprises allowing a compound representable by the formula; to react with a peroxide of a carboxylic acid representable by the formula; RCOOH wherein R is of the same meaning as defined above, or with a peroxide of an acid anhydride of the carboxylic acid.
Claim 3
Dependent Claim 20 words
A method as claimed..in Claim 1, wherein the reaction is carried out at a temperature ranging from 50°C to 150°C.
Claim 4
Independent Claim 20 words
A method as claimed in Claim l, wherein the reaction is carried out in the presence of an organic solvent.
Claim 5
Dependent Claim 28 words
A method as claimed in Claim 1, wehrein the peroxide is brought into contact with 2,3-dimethoxy-5-methyl-l,4-benzoquinone in an amount ranging 1 to 2 moles per mole of 2,3-dimethoxy-5-methyl-l,4-benzoquinone.
Claim 6
Dependent Claim 21 words
A method as claimed in Claim 4, wherein the reaction is carried out at a temperature ranging from 50°C to 150°C.
Claim 7
Dependent Claim 30 words
A compound of the formula; wherein R 2 stands for an alkyl group having 1 to 2 carbon atoms and having at its terminal end an optionally protected hydroxyl group.
Claim 8
Dependent Claim 30 words
A compound of the formula; wherein R 2 stands for an alkyl group having 1 to 2 carbon atoms and having at its terminal end an optionally protected hydroxyl group.
Claim 9
Dependent Claim 12 words
A compound as claimed in Claim 6, wherein the compound is 6-hydroxymethyl-2,3-dimethoxy-5-methyl-l,4-benzoquinone.
Claim 10
Dependent Claim 12 words
A compound as claimed in Claim 6, wherein the compound is 6-acetoxymethyl-2,3-dimethoxy-5-methyl-1,4-benzoquinone.
Claim 11
Dependent Claim 12 words
A compound as claimed in Claim 6, wherein the compound is 6-methoxymethyl-2,3-dimethoxy-5-methyl-1,4-benzoquinone.
Claim 12
Dependent Claim 12 words
A compound as claimed in Claim 6, wherein the compound is 6-(2-hydroxyethyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone.
Claim 13
Dependent Claim 12 words
A compound as claimed in Claim 6, wherein the compound is 6-(2-methoxyethyl)-2,3-dimethoxy-5-methyl-l,4-benzoquinone.
Claim 14
Independent Claim 68 words
A method of preparing quinones representable by the formula; wherein R 2 stands for an alkyl group having 1 to 2 carbon atoms and having at its terminal end an optionally protected hydroxyl group, which comprises (1) oxidising a compound of the formula; wherein R 2 has the meaning given above, X is hydrogen or hydroxyl which may be protected and Y is hydroxyl which may be protected.
Claim 15
Independent Claim 68 words
A method of preparing quinones representable by the formula; wherein R 2 stands for an alkyl group having 1 to 2 carbon atoms and having at its terminal end an optionally protected hydroxyl group, which comprises (1) oxidising a compound of the formula; wherein R 2 has the meaning given above, X is hydrogen or hydroxyl which may be protected and Y is hydroxyl which may be protected.

References Cited (Backward Citations)

GB1065313A Cited
FR2293194A1 Cited
EP0021841A2 Cited
EP0038674A1 Cited

USPTO Annuity & Maintenance Windows

Maintenance schedule is calculated for granted US utility patents.

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag