GB1292602A - Intermediate compounds for use in the manufacture of bis-chromone-2-carboxylic acids - Google Patents

Intermediate compounds for use in the manufacture of bis-chromone-2-carboxylic acids

Info

Publication number
GB1292602A
GB1292602A GB675872A GB675872A GB1292602A GB 1292602 A GB1292602 A GB 1292602A GB 675872 A GB675872 A GB 675872A GB 675872 A GB675872 A GB 675872A GB 1292602 A GB1292602 A GB 1292602A
Authority
GB
United Kingdom
Prior art keywords
bis
acetyl
methane
alcl
hydroxyphenyl
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
GB675872A
Inventor
Hugh Cairns
Peter Bennett Johnson
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.)
Fisons Pharmaceuticals Ltd
Original Assignee
Fisons 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 Fisons Pharmaceuticals Ltd filed Critical Fisons Pharmaceuticals Ltd
Priority to GB675872A priority Critical patent/GB1292602A/en
Publication of GB1292602A publication Critical patent/GB1292602A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/76—Unsaturated compounds containing keto groups
    • C07C59/90—Unsaturated compounds containing keto groups containing singly bound oxygen-containing groups
    • 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
    • C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
    • C07C45/46—Friedel-Crafts reactions
    • 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
    • C07C45/68—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
    • C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
    • C07C49/835—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups having unsaturation outside an aromatic ring
    • 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
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
    • C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
    • C07C59/66—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings
    • C07C59/68—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings the oxygen atom of the ether group being bound to a non-condensed six-membered aromatic ring

Landscapes

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

Abstract

1292602 Bis-phenyl intermediates FISONS PHARMACEUTICALS Ltd 10 Oct 1969 [30 Oct 1968] 6758/72 Divided out of 1292601 Heading C2C The invention comprises the following compounds which may be prepared as indicated : 4,4<SP>1 </SP> - Bis - (trans - 1,2 - dicarboxy vinylozy)- biphenyl is obtained by reacting biphenol sodium phenate with diethyl chlorofumarate and hvdrolysing the product ; 3,31 - Diacetyl - 4,4<SP>1</SP>- dihydroxydiphenyl ether is obtained by reacting 4,4<SP>1</SP>-dihydroxydiphenyl ether with acetic anhydride to form 4,4<SP>1</SP>- diacetoxydiphenyl ether and heating the latter with NaCl and AlCl 3 (Frier reaction) ; Ethyl 2,2 - bis - (3 - acetyl - 4 - hydroxyphenyl)acetate is obtained by reacting 2,2-bis- (4-hydroxyphenyl)acetic acid with dimethyl sulphate to form methyl 2,2 - bis - (4 - methoxyphenyl)acetate, reacting the latter with acetyl chloride in the presence of AlCl 3 to form 2,2- bis - (3 - acetyl - 4 - hydroxyphenyl)acetic acid and esterifying with ethanol in the presence of H 2 SO 4 ; 1,1 - Bis - (3 - acetyl - 4 - hydroxyphenyl)2,2- dichloroethylene is obtained by reacting 1,1- bis - (p - methoxyphenyl) - 2,2,2 - trichloroethane with acetyl chloride in the presence of AlCl 3 ; Bis - (3 - acetyl - 4 - hydroxyphenyl)methane is obtained by heating bis-(4-acetoxyphenyl). methane with AlCl 3 and NaCl; Bis - (3 - acetyl - 4 - hydroxyphenyl)pyrid- 2- yl methane is obtained by heating bis-(4 acetoxyphenyl) pyrid-2-yl methane with AlCl 3 and NaCl; Bis - [3 - acetyl - 2 - hydroxy - 6 - (2 - hydroxypropoxy)-phenyl] methane is obtained by reacting bis - (3 - acetyl - 2,6 - dihydroxyphenyl)methane with propylene oxide; Bis - (3 - acetyl - 2 - hydroxy - 6 - methoxyphenyl)methane is obtained by heating bis-(3- acetyl - 2,6 - dihydroxyphenyl)methane with CH 3 I in presence of K 2 CO 3 . N - Acetyl - 3,3<SP>1 </SP>- diacetyl - 4,4<SP>1 </SP> - dihydroxydiphenylamine is obtained by heating N-acetyl- 4,41-diacetoxydiphenylamine with AlCl 3 .
GB675872A 1968-10-30 1968-10-30 Intermediate compounds for use in the manufacture of bis-chromone-2-carboxylic acids Expired GB1292602A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB675872A GB1292602A (en) 1968-10-30 1968-10-30 Intermediate compounds for use in the manufacture of bis-chromone-2-carboxylic acids

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB675872A GB1292602A (en) 1968-10-30 1968-10-30 Intermediate compounds for use in the manufacture of bis-chromone-2-carboxylic acids

Publications (1)

Publication Number Publication Date
GB1292602A true GB1292602A (en) 1972-10-11

Family

ID=9820241

Family Applications (1)

Application Number Title Priority Date Filing Date
GB675872A Expired GB1292602A (en) 1968-10-30 1968-10-30 Intermediate compounds for use in the manufacture of bis-chromone-2-carboxylic acids

Country Status (1)

Country Link
GB (1) GB1292602A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003080555A1 (en) * 2002-02-28 2003-10-02 Sumitomo Chemical Company, Limited Process for producing chromone compound
CN1911896B (en) * 2002-02-28 2010-09-15 住友化学株式会社 Process for producing benzopyrone compound
JP2015074612A (en) * 2013-10-07 2015-04-20 マナック株式会社 Arylene dioxy-bis(succinic anhydride) and manufacturing method therefor

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003080555A1 (en) * 2002-02-28 2003-10-02 Sumitomo Chemical Company, Limited Process for producing chromone compound
US7094914B2 (en) 2002-02-28 2006-08-22 Sumitomo Chemical Company, Limited Process for producing chromone compound
CN1911896B (en) * 2002-02-28 2010-09-15 住友化学株式会社 Process for producing benzopyrone compound
CN101497571B (en) * 2002-02-28 2012-07-04 住友化学株式会社 Process for producing chromone compound
JP2015074612A (en) * 2013-10-07 2015-04-20 マナック株式会社 Arylene dioxy-bis(succinic anhydride) and manufacturing method therefor

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Legal Events

Date Code Title Description
PS Patent sealed
PLNP Patent lapsed through nonpayment of renewal fees