GB1260016A - IMPROVEMENTS IN OR RELATING TO COMPOUNDS CONTAINING A PLURALITY OF BIS-(p-HALOPHENOXY) ACETOXY FUNCTIONS - Google Patents

IMPROVEMENTS IN OR RELATING TO COMPOUNDS CONTAINING A PLURALITY OF BIS-(p-HALOPHENOXY) ACETOXY FUNCTIONS

Info

Publication number
GB1260016A
GB1260016A GB34927/69A GB3492769A GB1260016A GB 1260016 A GB1260016 A GB 1260016A GB 34927/69 A GB34927/69 A GB 34927/69A GB 3492769 A GB3492769 A GB 3492769A GB 1260016 A GB1260016 A GB 1260016A
Authority
GB
United Kingdom
Prior art keywords
general formula
halophenoxy
bis
reaction
acid ester
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
GB34927/69A
Inventor
Rudolf Gustav Griot
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.)
Sandoz AG
Original Assignee
Sandoz AG
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 claimed from US769725A external-priority patent/US3542795A/en
Application filed by Sandoz AG filed Critical Sandoz AG
Publication of GB1260016A publication Critical patent/GB1260016A/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
    • C07D213/24—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 substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
    • C07D213/30—Oxygen atoms

Landscapes

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

Abstract

1,260,016. Compounds containing a plurality of bis - (p - halophenoxy)acetoxy functions. SANDOZ Ltd. 11 July, 1969 [29 July, 1968; 22 Oct., 1968; 5 Aug., 1968], No. 34927/69. Heading C2C. Novel compounds containing a plurality of bis-(p-halophenoxy)acetoxy functions of the general formula wherein n is a whole number of from 2 to 6, X 1 and X 2 , which are the same, are each a chlorine or bromine atom, A is either a saturated C 2-6 aliphatic hydrocarbon moiety having 2-6 units of valency, the number of units of valency of A being equal to n, and no carbon atom having more than one unit of valency; or, when n is 2, A is (i) a divalent group of the formula in which X<SP>1</SP> 1 and X<SP>1</SP> 2 , which are the same, are each a chlorine or bromine atom, or (ii) a divalent group of the formula are prepared (a) by reaction of a bis-(p-halophenoxy)-acetic acid or derivative thereof of the general formula wherein Y is a chlorine, bromine or iodine atom, a hydroxy group or a group of the formula with an alcohol or derivative thereof of the general formula A-(OM)n, wherein M is a hydrogen or alkali metal atom, with the proviso that when Y is a hydroxy group, M is a hydrogen atom, or (b) by reaction of an alcohol of the general formula A-(OH) n with a bis-(p-halophenoxy)-acetic acid ester or malonic acid ester of the general formula wherein Z 1 is a R-O-CO- group, in which R is a C 1-6 alkyl group, and Z 2 is as Z 1 or a hydrogen atom, with the proviso that when Z 2 is as Z 1 , the reaction is carried out at a temperature sufficiently high for partial decarboxylation to occur. Alcohols or derivatives thereof of the fourth general formula above wherein A is (i) above are prepared by reduction of a bis-(p-halophenoxy)-malonic acid ester of the fifth general formula above. Bis - (p - halophenoxy) - acetic acid esters or malonic acid esters of the fifth general formula above are prepared by reaction of a p-halophenol of the general formula with a dihalo-acetic acid ester or malonic acid ester of the general formula (X 1 ) 2 CZ 1 Z 2 , the p-halophenol being in the form of an alkali metal phenolate or the reaction being carried out in the presence of an acid-binding agent. Pharmaceutical compositions having hypocholesteremic/hypolipemic activity comprise, as active ingredient, a compound containing a plurality of bis-(p-halophenoxy)acetoxy functions of the first general formula above, in combination with a pharmaceutically acceptable diluent or carrier, and may be administered orally.
GB34927/69A 1968-07-29 1969-07-11 IMPROVEMENTS IN OR RELATING TO COMPOUNDS CONTAINING A PLURALITY OF BIS-(p-HALOPHENOXY) ACETOXY FUNCTIONS Expired GB1260016A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US74823468A 1968-07-29 1968-07-29
US75000468A 1968-08-05 1968-08-05
US769725A US3542795A (en) 1968-10-22 1968-10-22 Di-bis(p-chlorophenoxy) acetic acid esters of dimethylol pyridines

Publications (1)

Publication Number Publication Date
GB1260016A true GB1260016A (en) 1972-01-12

Family

ID=27419362

Family Applications (1)

Application Number Title Priority Date Filing Date
GB34927/69A Expired GB1260016A (en) 1968-07-29 1969-07-11 IMPROVEMENTS IN OR RELATING TO COMPOUNDS CONTAINING A PLURALITY OF BIS-(p-HALOPHENOXY) ACETOXY FUNCTIONS

Country Status (8)

Country Link
BE (1) BE736676A (en)
CH (2) CH511208A (en)
DE (1) DE1937899A1 (en)
ES (1) ES369926A1 (en)
FR (1) FR2013914A1 (en)
GB (1) GB1260016A (en)
IL (1) IL32711A (en)
NL (1) NL6911555A (en)

Also Published As

Publication number Publication date
DE1937899A1 (en) 1970-01-29
IL32711A0 (en) 1969-09-25
IL32711A (en) 1972-05-30
CH511208A (en) 1971-08-15
BE736676A (en) 1970-01-28
NL6911555A (en) 1970-02-02
FR2013914A1 (en) 1970-04-10
ES369926A1 (en) 1972-01-01
CH510615A (en) 1971-07-31

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PLNP Patent lapsed through nonpayment of renewal fees