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GB1374925A - Dihydroxy phenyl benzyl ketone derivatives - Google Patents

Dihydroxy phenyl benzyl ketone derivatives

Info

Publication number
GB1374925A
GB1374925A GB5537172A GB5537172A GB1374925A GB 1374925 A GB1374925 A GB 1374925A GB 5537172 A GB5537172 A GB 5537172A GB 5537172 A GB5537172 A GB 5537172A GB 1374925 A GB1374925 A GB 1374925A
Authority
GB
United Kingdom
Prior art keywords
compound
alkyl
groups
reacting
optionally substituted
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
GB5537172A
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.)
Chinoin Private Co Ltd
Original Assignee
Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Zrt
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 Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Zrt filed Critical Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Zrt
Publication of GB1374925A publication Critical patent/GB1374925A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/84—Ketones containing a keto group bound to a six-membered aromatic ring containing ether groups, groups, groups, or groups
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
    • A23K20/00—Accessory food factors for animal feeding-stuffs
    • A23K20/10—Organic substances
    • A23K20/111—Aromatic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C07C45/54—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition of compounds containing doubly bound oxygen atoms, e.g. esters
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/673—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by change of size of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/70—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form
    • C07C45/71—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form being hydroxy groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Animal Husbandry (AREA)
  • Zoology (AREA)
  • Engineering & Computer Science (AREA)
  • Food Science & Technology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

1374925 Dihydroxyphenylbenzyl ketone derivatives CHINOIN GYOGYSZER ES VEGYESZETI TERMEKEK GYARA RT 30 Nov 1972 [2 Dec 1971] 55371/72 Heading C2C [Also in Division A5] Novel compounds I (in which R 1 and R 2 each represents H or an alkyl group optionally substituted by phenyl, halophenyl, sulphophenyl, OH or alkoxy, with the proviso that if R 2 is H, R 1 is not CH 3 , C 2 H 5 or C 6 R 5 CH 2 and if R 2 is CH 3 , R 1 is not H, CH 3 or C 2 H 5 ), and their salts are prepared by (1) conversion, by methods known per se, of one or both nuclear OH groups in a compound II (in which R 1 <SP>1</SP> and R 2 <SP>1</SP> are as defined for R 1 and R 2 except that at least one must be H), into R 1 O or R 2 O groups; (2) partial desalkylation of a compound IIA (in which R 1 <SP>11</SP> and R 2 <SP>11</SP> are optionally substituted alkyl groups), to give a compound I in which one of R 1 and R 2 is H and the other is not H; (3) reacting a compound III with benzyl cyanide, phenacetyl chloride or phenylacetic acid in aprotic solvents in the presence of an acidic catalyst, a Lewis acid or BF 3 respectively; (4) subjecting a compound IIIA (in which one of R 1 <SP>1</SP> and R 2 <SP>1</SP> is as defined for R 1 and R 2 and the other is phenacetyl) to Fries rearrangement in the presence of a Lewis acid catalyst or light irradiation; (5) oxidation of a chalcone IV with a thallium (III) salt in a primary alcoholic medium and reacting the product V (in which R 3 is 1-6C alkyl), with an acid; or (6) treating a compound VI, VII or VIII (R 1 in compound VII is alkyl, alkoxycarbonyl or carboxy), with a base. The compounds I may be converted to their 2,4-dinitrophenyl hydrazine derivatives by conventional methods.
GB5537172A 1971-12-02 1972-11-30 Dihydroxy phenyl benzyl ketone derivatives Expired GB1374925A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
HUCI1193A HU168744B (en) 1971-12-02 1971-12-02

Publications (1)

Publication Number Publication Date
GB1374925A true GB1374925A (en) 1974-11-20

Family

ID=10994424

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5537172A Expired GB1374925A (en) 1971-12-02 1972-11-30 Dihydroxy phenyl benzyl ketone derivatives

Country Status (8)

Country Link
JP (1) JPS4862746A (en)
AR (2) AR209254A1 (en)
AT (1) AT335424B (en)
ES (2) ES408947A1 (en)
FR (1) FR2162175B1 (en)
GB (1) GB1374925A (en)
HU (1) HU168744B (en)
SU (2) SU501664A3 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1991016293A1 (en) * 1990-04-18 1991-10-31 CHINOIN GYÓGYSZER ÉS VEGYÉSZETI TERMÉKEK GYÁRA RT Tó utca 1-5 Improved process for the preparation of ketone compounds
EP0994093A1 (en) * 1996-05-14 2000-04-19 Hoechst Marion Roussel, Ltd. Polyhydroxyphenol derivatives and preventive and therapeutic agents for bone and cartilage diseases containing the same

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1525941A (en) * 1966-01-14 1968-05-24 Merck & Co Inc Process for the manufacture of [(2-methylene-alkanoyl) phenoxy] alkanoic acids
CH513793A (en) * 1968-05-15 1971-10-15 Merck Patent Gmbh Process for the preparation of diarylacylophenones

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1991016293A1 (en) * 1990-04-18 1991-10-31 CHINOIN GYÓGYSZER ÉS VEGYÉSZETI TERMÉKEK GYÁRA RT Tó utca 1-5 Improved process for the preparation of ketone compounds
EP0994093A1 (en) * 1996-05-14 2000-04-19 Hoechst Marion Roussel, Ltd. Polyhydroxyphenol derivatives and preventive and therapeutic agents for bone and cartilage diseases containing the same
EP0994093A4 (en) * 1996-05-14 2000-05-17 Hoechst Marion Roussel Ltd Polyhydroxyphenol derivatives and preventive and therapeutic agents for bone and cartilage diseases containing the same

Also Published As

Publication number Publication date
AR209254A1 (en) 1977-04-15
FR2162175B1 (en) 1976-04-23
HU168744B (en) 1976-07-28
AR210466A1 (en) 1977-08-15
AT335424B (en) 1977-03-10
ES408947A1 (en) 1976-04-16
SU501664A3 (en) 1976-01-30
SU731889A3 (en) 1980-04-30
ES437411A1 (en) 1977-01-01
JPS4862746A (en) 1973-09-01
FR2162175A1 (en) 1973-07-13
ATA1006772A (en) 1976-07-15

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Legal Events

Date Code Title Description
PS Patent sealed
435 Patent endorsed 'licences of right' on the date specified (sect. 35/1949)
PE20 Patent expired after termination of 20 years

Effective date: 19921129