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GB897303A - Biphenyl derivatives - Google Patents

Biphenyl derivatives

Info

Publication number
GB897303A
GB897303A GB3052458A GB3052458A GB897303A GB 897303 A GB897303 A GB 897303A GB 3052458 A GB3052458 A GB 3052458A GB 3052458 A GB3052458 A GB 3052458A GB 897303 A GB897303 A GB 897303A
Authority
GB
United Kingdom
Prior art keywords
compounds
group
free
cho
hydrogen atom
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
GB3052458A
Inventor
Guido Cavallini
Elena Massarani
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.)
Francesco Vismara SpA
Original Assignee
Francesco Vismara SpA
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
Priority to NL123589D priority Critical patent/NL123589C/xx
Priority to BE582973D priority patent/BE582973A/xx
Priority to NL242386D priority patent/NL242386A/xx
Application filed by Francesco Vismara SpA filed Critical Francesco Vismara SpA
Priority to GB3052458A priority patent/GB897303A/en
Priority to US824927A priority patent/US3018305A/en
Priority to US829532A priority patent/US3036131A/en
Priority to DEV17066A priority patent/DE1124963B/en
Priority to CH7837859A priority patent/CH377839A/en
Priority to FR805768A priority patent/FR1367408A/en
Priority to ES252254A priority patent/ES252254A1/en
Priority to FR837302A priority patent/FR517M/fr
Publication of GB897303A publication Critical patent/GB897303A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/86—Hydrazides; Thio or imino analogues thereof
    • 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
    • C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/28—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of CHx-moieties
    • 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
    • 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
    • C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
    • C07C49/83—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups polycyclic
    • 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
    • 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
    • C07C49/86—Ketones containing a keto group bound to a six-membered aromatic ring containing —CHO groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

The invention comprises: (a) compounds of the general formula <FORM:0897303/IV (b)/1> (wherein Z represents a group -CHO, -CH(OX)OH, -CH(OX)NHC6H4COOH) or <FORM:0897303/IV (b)/2> X represents a hydrogen atom or a C1-12 hydrocarbon radical, R represents a hydrogen atom, a hydroxy, methoxy or ethoxy group, or a group -CO.CHO, -CO.CH(OX)OH or <FORM:0897303/IV (b)/3> and R1 represents a hydrogen atom (when R represents a hydrogen atom and Z a group other than -CHO or -CH(OX)OH or when R is other than hydrogen) or a chlorine atom; (b) alkali metal bisulphite compounds of such of compounds (a) as contain a free -CHO group, and salts and esters of such of compounds (a) as contain a free -COOH group; (c) the preparation of compounds (a) in which Z is -CHO by oxidizing with selenium dioxide, compounds of the general formula <FORM:0897303/IV (b)/4> (wherein Q has one of the meanings defined for R above or represents a group -CO-CH3); (d) the conversion of the products of (c) into derivatives by treatment with water, an alcohol, an alkali metal bisulphite or isonicotinoylhydrazine; (e) the preparation of compounds (a) in which Z is and R may be -CH(OX)OH and X is other than hydrogen, by reacting a product of (d) in which Z is and R may be -CH(OH)2 with an alcohol under anhydrous conditions; (f) the preparation of compounds (a) in which Z is -CH(OX)NHC6H4COOH by reacting a product of (d) in which Z is -CH(OX)OH with an aminobenzoic acid; and (g) pharmaceutical preparations containing compounds (a) or (b) in association with a non-toxic pharmaceutical carrier or diluent. Salts (e.g. alkali metal salts) of the compounds containing a free -COOH group may be prepared by reacting the free acid with the appropriate metal hydroxide or carbonate or with the free metal in an inert solvent, and esters by using an ester of an aminobenzoic acid in place of the free acid in process (f) above. The pharmaceutical compositions, which have antiviral action, may be in forms suitable for oral administration (e.g. tablets or capsules, preferably containing products with a free -COOH group), or for administration parenterally or by the nasal route (preferably with compounds in salt or ester form). 41-Acetyl-3-chloro-4-methoxybiphenyl is prepared by Friedel Crafts acylation of 3-chloro-4-methoxybiphenyl. 4,41-Diacetylbiphenyl is prepared by reaction of biphenyl with 3 molecular proportions each of anhydrous aluminium chloride and acetyl chloride.
GB3052458A 1958-09-24 1958-09-24 Biphenyl derivatives Expired GB897303A (en)

Priority Applications (11)

Application Number Priority Date Filing Date Title
NL123589D NL123589C (en) 1958-09-24
BE582973D BE582973A (en) 1958-09-24
NL242386D NL242386A (en) 1958-09-24
GB3052458A GB897303A (en) 1958-09-24 1958-09-24 Biphenyl derivatives
US824927A US3018305A (en) 1958-09-24 1959-07-06 Alpha-phenylben-zoyl-alpha-arylaminocarbinol derivatives
US829532A US3036131A (en) 1958-09-24 1959-07-27 Substituted biphenyl glyoxal hydrates and alcoholates
DEV17066A DE1124963B (en) 1958-09-24 1959-08-12 Process for the preparation of ª‡-(p-phenylbenzoyl)-ª‡-arylaminocarbinol derivatives
CH7837859A CH377839A (en) 1958-09-24 1959-09-17 Process for the preparation of α-phenylbenzoyl-α-arylaminocarbinol derivatives
FR805768A FR1367408A (en) 1958-09-24 1959-09-22 Process for preparing alpha-phenylbenzoyl-alpha-arylaminocarbinol derivatives and derivatives thus obtained
ES252254A ES252254A1 (en) 1958-09-24 1959-09-23 Biphenyl derivatives
FR837302A FR517M (en) 1958-09-24 1960-08-31

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3052458A GB897303A (en) 1958-09-24 1958-09-24 Biphenyl derivatives

Publications (1)

Publication Number Publication Date
GB897303A true GB897303A (en) 1962-05-23

Family

ID=10309012

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3052458A Expired GB897303A (en) 1958-09-24 1958-09-24 Biphenyl derivatives

Country Status (2)

Country Link
ES (1) ES252254A1 (en)
GB (1) GB897303A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0114389A3 (en) * 1983-01-20 1985-12-18 American Cyanamid Company Substituted arylglyoxal derivatives

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0114389A3 (en) * 1983-01-20 1985-12-18 American Cyanamid Company Substituted arylglyoxal derivatives

Also Published As

Publication number Publication date
ES252254A1 (en) 1960-04-01

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