GB912947A - Process for preparing oxazolidinone compounds - Google Patents

Process for preparing oxazolidinone compounds

Info

Publication number
GB912947A
GB912947A GB15238/61A GB1523861A GB912947A GB 912947 A GB912947 A GB 912947A GB 15238/61 A GB15238/61 A GB 15238/61A GB 1523861 A GB1523861 A GB 1523861A GB 912947 A GB912947 A GB 912947A
Authority
GB
United Kingdom
Prior art keywords
lithium
aryloxymethyl
oxazolidinones
betaine
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
GB15238/61A
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.)
Wyeth Holdings LLC
Original Assignee
American Cyanamid Co
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 American Cyanamid Co filed Critical American Cyanamid Co
Publication of GB912947A publication Critical patent/GB912947A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D263/18—Oxygen atoms
    • C07D263/20—Oxygen atoms attached in position 2
    • C07D263/24—Oxygen atoms attached in position 2 with hydrocarbon radicals, substituted by oxygen atoms, attached to other ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D263/18—Oxygen atoms
    • C07D263/20—Oxygen atoms attached in position 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D263/18—Oxygen atoms
    • C07D263/20—Oxygen atoms attached in position 2
    • C07D263/22—Oxygen atoms attached in position 2 with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to other ring carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

5-Aryloxymethyl-2-oxazolidinones of the formula:- <FORM:0912947/IV (b)/1> in which Ar represents a substituted or unsubstituted phenyl group free from a substituent or substituents which would render the compound too toxic if administered at a therapeutically effective rate are prepared by reacting a urethane H2NCOOR, in which R is a lower alkyl group, with a 3-aryloxy-1,2-epoxypropane at a temperature in the range 140-180 DEG C. and in the presence of an alkaline catalyst, being lithium or a lithium base or a tertiary amine or a betaine, e.g. lithium amide, lithium hydroxide, triethylene diamine, betaine and tetramethylguanidine. Examples detail the preparation of 5-aryloxymethyl-2-oxazolidinones, including those in which the aryl group is an alkyl-, alkoxy- or halo-substituted phenyl radical. Reference has been directed by the Comptroller to Specifications 834,968 and 838,759.
GB15238/61A 1960-07-22 1961-04-27 Process for preparing oxazolidinone compounds Expired GB912947A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US4456560A 1960-07-22 1960-07-22

Publications (1)

Publication Number Publication Date
GB912947A true GB912947A (en) 1962-12-12

Family

ID=21933074

Family Applications (1)

Application Number Title Priority Date Filing Date
GB15238/61A Expired GB912947A (en) 1960-07-22 1961-04-27 Process for preparing oxazolidinone compounds

Country Status (2)

Country Link
BE (1) BE603668R (en)
GB (1) GB912947A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3331850A (en) * 1964-05-13 1967-07-18 Upjohn Co 5-(aryloxymethyl)-2-oxazolidinethiones

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3331850A (en) * 1964-05-13 1967-07-18 Upjohn Co 5-(aryloxymethyl)-2-oxazolidinethiones

Also Published As

Publication number Publication date
BE603668R (en) 1961-11-10

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