GB1026403A - Derivatives of ª‡-tetronic acid - Google Patents

Derivatives of ª‡-tetronic acid

Info

Publication number
GB1026403A
GB1026403A GB4507861A GB4507861A GB1026403A GB 1026403 A GB1026403 A GB 1026403A GB 4507861 A GB4507861 A GB 4507861A GB 4507861 A GB4507861 A GB 4507861A GB 1026403 A GB1026403 A GB 1026403A
Authority
GB
United Kingdom
Prior art keywords
formula
compound
prepared
compounds
reacting
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
GB4507861A
Inventor
Alan Gibson Long
Alan Frederick Turner
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.)
Glaxo Group Ltd
Original Assignee
Glaxo Group 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 Glaxo Group Ltd filed Critical Glaxo Group Ltd
Priority to GB4507861A priority Critical patent/GB1026403A/en
Priority to CH1463962A priority patent/CH442349A/en
Publication of GB1026403A publication Critical patent/GB1026403A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
    • C07D307/60—Two oxygen atoms, e.g. succinic anhydride

Landscapes

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

Abstract

The invention comprises compounds of the formulae <FORM:1026403/C2/1> in which R1 represents a hydrogen atom or an aryl, aralkyl or acyl group, and R represents hydrogen or an alkyl group. These compounds (except where R = H) are prepared by reacting a Mannich base of the formula <FORM:1026403/C2/2> or <FORM:1026403/C2/3> in which R2 and R3 represent alkyl groups or together with the adjacent nitrogen atom form a piperidine ring, or a salt thereof, with a compound furnishing an anion R1S-. The anion R1S- may be supplied by an alkali metal salt of the appropriate thio compound or by the free thio compound under basic conditions. The compounds where R is an alkyl group are prepared by reacting a compound of Formula I or Formula IIa (in which R = H) with an etherifying agent, for example a diazoalkane. The compounds of Formula IIa where R = H are the enolic forms of compound of Formula I. 3-Amino-4-(S-benzyl-mercaptomethyl)-2-oxooxolene of the formula <FORM:1026403/C2/4> is prepared by reacting a compound of Formula I or its end, in which R1 represents a benzyl group, with ammonium acetate. Sodium thioacetate is prepared by adding thiolacetic acid to a solution of sodium in dry ethanol.
GB4507861A 1961-12-15 1961-12-15 Derivatives of ª‡-tetronic acid Expired GB1026403A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
GB4507861A GB1026403A (en) 1961-12-15 1961-12-15 Derivatives of ª‡-tetronic acid
CH1463962A CH442349A (en) 1961-12-15 1962-12-13 Process for the preparation of derivatives of α-tetronic acid

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB4507861A GB1026403A (en) 1961-12-15 1961-12-15 Derivatives of ª‡-tetronic acid

Publications (1)

Publication Number Publication Date
GB1026403A true GB1026403A (en) 1966-04-20

Family

ID=10435792

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4507861A Expired GB1026403A (en) 1961-12-15 1961-12-15 Derivatives of ª‡-tetronic acid

Country Status (2)

Country Link
CH (1) CH442349A (en)
GB (1) GB1026403A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3474112A (en) * 1967-04-06 1969-10-21 Sandoz Ag Alpha-tetronic acid derivatives
US4423236A (en) * 1980-08-14 1983-12-27 National Foundation For Cancer Research, Inc. 5,6,-0-Isoalkylidene ascorbic acid derivatives

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3474112A (en) * 1967-04-06 1969-10-21 Sandoz Ag Alpha-tetronic acid derivatives
US4423236A (en) * 1980-08-14 1983-12-27 National Foundation For Cancer Research, Inc. 5,6,-0-Isoalkylidene ascorbic acid derivatives

Also Published As

Publication number Publication date
CH442349A (en) 1967-08-31

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