GB807902A - Improvements in or relating to derivatives of quercetin and to processes for their preparation - Google Patents

Improvements in or relating to derivatives of quercetin and to processes for their preparation

Info

Publication number
GB807902A
GB807902A GB26151/56A GB2615156A GB807902A GB 807902 A GB807902 A GB 807902A GB 26151/56 A GB26151/56 A GB 26151/56A GB 2615156 A GB2615156 A GB 2615156A GB 807902 A GB807902 A GB 807902A
Authority
GB
United Kingdom
Prior art keywords
quercetin
mono
ether
tertiary
ascorbate
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
GB26151/56A
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.)
RECH S ET TECH APPLIQUES
Original Assignee
RECH S ET TECH APPLIQUES
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 RECH S ET TECH APPLIQUES filed Critical RECH S ET TECH APPLIQUES
Publication of GB807902A publication Critical patent/GB807902A/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
    • C07D311/26Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
    • C07D311/28Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only
    • C07D311/30Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only not hydrogenated in the hetero ring, e.g. flavones

Landscapes

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

Abstract

b -Tertiary-aminoethyl mono ethers of quercetin (3,5,7,31,41-pentahydroxy flavone), their acid addition and quaternary ammonium salts, having Vitamin P activity, are prepared by heating quercetin in aqueous alkaline medium, in an inert atmosphere, with a b -tertiary aminoethyl halide (or its hydrohalide salt), neutralizing the reaction mixture, and separating the mono-ether from the quercetin in the precipitate thus formed. The tertiary amino group is of formula -NR1R2 wherein R1 and R2 repre sent lower alkyl groups, each containing at most six carbon atoms, or together with the N atom from a heterocyclic ring of five or six members. In examples: (1) quercetin monohydrate in aqueous NaOH is stirred at 80-90 DEG C. under nitrogen with b -morpholinoethyl chloride hydrochloride in aqueous NaOH, the mixture acidified and the b -morpholinoethyl mono ether separated from the dried precipitate thus obtained by extraction with boiling acetone; it is converted (3) into the ascorbate by treatment with methanolic ascorbic acid; and (5) into the methiodide by treatment in acetone with MeI; (2) and (4) as in (1) and (3) respectively but using b -diethylaminoethyl chloride hydrochloride to give the corresponding mono-ether and its ascorbate.
GB26151/56A 1955-08-29 1956-08-27 Improvements in or relating to derivatives of quercetin and to processes for their preparation Expired GB807902A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR807902X 1955-08-29

Publications (1)

Publication Number Publication Date
GB807902A true GB807902A (en) 1959-01-21

Family

ID=9252689

Family Applications (1)

Application Number Title Priority Date Filing Date
GB26151/56A Expired GB807902A (en) 1955-08-29 1956-08-27 Improvements in or relating to derivatives of quercetin and to processes for their preparation

Country Status (1)

Country Link
GB (1) GB807902A (en)

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