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GB908986A - Sulphur-containing dicarboxylic acids and derivatives thereof and a process for the manufacture of same - Google Patents

Sulphur-containing dicarboxylic acids and derivatives thereof and a process for the manufacture of same

Info

Publication number
GB908986A
GB908986A GB691161A GB691161A GB908986A GB 908986 A GB908986 A GB 908986A GB 691161 A GB691161 A GB 691161A GB 691161 A GB691161 A GB 691161A GB 908986 A GB908986 A GB 908986A
Authority
GB
United Kingdom
Prior art keywords
group
acid
dimercapto
alkyl
succinic
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
GB691161A
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.)
F Hoffmann La Roche AG
Original Assignee
F Hoffmann La Roche 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
Application filed by F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Publication of GB908986A publication Critical patent/GB908986A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/90—Antimony compounds
    • C07F9/902—Compounds without antimony-carbon linkages
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C327/00—Thiocarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D339/00—Heterocyclic compounds containing rings having two sulfur atoms as the only ring hetero atoms
    • C07D339/02—Five-membered rings
    • C07D339/06—Five-membered rings having the hetero atoms in positions 1 and 3, e.g. cyclic dithiocarbonates

Landscapes

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

Abstract

The invention comprises racemic and optically active compounds of the formula, <FORM:0908986/IV (b)/1> wherein R10 stands for a hydrogen atom or an alkyl group other than methyl when R0 is acetyl, and each R0 is a hydrogen atom or an alkyl group or an acyl group other than acetyl when R10 is methyl, or together for a methylene group which may contain an alkylene or aryl group or one or two alkyl groups as substituents, and the anhydrides of the carboxylic acid compounds, specifically DL-2,3-dimercapto-succinic, D-2,3-dimercaptosuccinic, and L-2,3-dimercapto-succinic acids and 2,3-diacetylthiosuccinic acid anhydride, and a process for the preparation of compounds of the above formula in which R10 is a hydrogen or an alkyl group and R0 is a hydrogen or an alkyl or acyl group or the R's together stand for a methylene group which may contain an alkylene or aryl group or one or two alkyl groups as substituents and the anhydrides of carboxylic acids, by reacting thioacetic acid with an acetylene-dicarboxylic acid and either dehydrating or hydrolysing the resulting 2,3-diacetylmercapto-succinic acid and where required esterifying or etherifying the resulting 2,3-dimercapto-succinic acid and/or condensing it with the appropriate aldehyde or ketone, or esterifying the 2,3-diacetylmercapto-succinic acid and isolating the DL-form and if desired resolving the racemic form into the optically active forms. The addition reaction may be carried out in an inert solvent and the hydrolysis in an acidic or basic media. The 2,3-dimercapto-succinic acid or alkyl ester may be condensed with an alkanol or benzaldehyde or substituted benzaldehyde or an alkanone or cycloalkanone. The products have antifungal properties and may be used as plant protecting agents in solvents, as emulsions or as dusting powders with a compatible carrier. They are also suitable in the formation of metal complexes e.g. with trivalent antimony compounds to form complexes useful in the treatment of Schistosoma mansoni infections.
GB691161A 1960-02-26 1961-02-24 Sulphur-containing dicarboxylic acids and derivatives thereof and a process for the manufacture of same Expired GB908986A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH215160A CH395967A (en) 1960-02-26 1960-02-26 Process for the preparation of racemic and optically active 2,3-dimercaptosuccinic acid

Publications (1)

Publication Number Publication Date
GB908986A true GB908986A (en) 1962-10-24

Family

ID=4227064

Family Applications (1)

Application Number Title Priority Date Filing Date
GB691161A Expired GB908986A (en) 1960-02-26 1961-02-24 Sulphur-containing dicarboxylic acids and derivatives thereof and a process for the manufacture of same

Country Status (3)

Country Link
BE (1) BE600511A (en)
CH (1) CH395967A (en)
GB (1) GB908986A (en)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2214507A (en) * 1988-01-19 1989-09-06 Erling Sundrehagen 2,3-dithiosuccinic acid derivative and their use
WO2005080325A3 (en) * 2004-02-17 2006-05-04 Chevron Phillips Chemical Co Sulfur-containing compositions and processes for making same
JP2007525459A (en) * 2003-04-24 2007-09-06 インサイト・コーポレイション Azaspiroalkane derivatives as inhibitors of metalloproteases
US7585932B2 (en) 2005-08-16 2009-09-08 Chevron Phillips Chemical Company Lp Polymer compositions and processes for making and using same
US7910666B2 (en) 2005-08-16 2011-03-22 Chevron Phillips Chemical Company Lp Mercaptan-hardened epoxy polymer compositions and processes for making and using same
US8003748B2 (en) 2004-02-17 2011-08-23 Chevron Phillips Chemical Company, Lp Polythiourethane compositions and processes for making and using same
CN104211679A (en) * 2013-06-05 2014-12-17 首都医科大学 1,3-dithiolane derivatives, synthesis, nano structure, activity, and application thereof as lead dispelling agent
US9856422B2 (en) * 2010-11-25 2018-01-02 The Queen's University Of Belfast Process for removing naphthenic acids from crude oil and crude oil distillates

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4550193A (en) * 1982-06-07 1985-10-29 Johnson & Johnson Baby Products Company Process for the preparation of 2,3-dimercaptosuccinic acid and its lower alkyl esters

Cited By (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2214507A (en) * 1988-01-19 1989-09-06 Erling Sundrehagen 2,3-dithiosuccinic acid derivative and their use
US10226459B2 (en) 2003-04-24 2019-03-12 Incyte Holdings Corporation Aza spiro alkane derivatives as inhibitors of metalloproteases
JP2007525459A (en) * 2003-04-24 2007-09-06 インサイト・コーポレイション Azaspiroalkane derivatives as inhibitors of metalloproteases
US9801877B2 (en) 2003-04-24 2017-10-31 Incyte Corporation AZA spiro alkane derivatives as inhibitors of metalloproteases
US9403775B2 (en) 2003-04-24 2016-08-02 Incyte Corporation AZA spiro alkane derivatives as inhibitors of metalloproteases
US8637497B2 (en) 2003-04-24 2014-01-28 Incyte Corporation AZA spiro alkane derivatives as inhibitors of metalloproteases
JP4841429B2 (en) * 2003-04-24 2011-12-21 インサイト・コーポレイション Azaspiroalkane derivatives as inhibitors of metalloproteases
US8039471B2 (en) 2003-04-24 2011-10-18 Incyte Corporation Aza spiro alkane derivatives as inhibitors of metalloproteases
US7989655B2 (en) 2004-02-17 2011-08-02 Chevron Phillips Chemical Company Lp Thiol ester compositions and processes for making and using same
US8003748B2 (en) 2004-02-17 2011-08-23 Chevron Phillips Chemical Company, Lp Polythiourethane compositions and processes for making and using same
US7781484B2 (en) 2004-02-17 2010-08-24 Chevron Phillips Chemical Company Lp Thiol ester compositions and processes for making and using same
US7713326B2 (en) 2004-02-17 2010-05-11 Agrium Inc. Controlled release fertilizer material and process for production thereof
US7557236B2 (en) 2004-02-17 2009-07-07 Chevron Phillips Chemical Company Lp Thiol ester compositions and processes for making and using same
WO2005080325A3 (en) * 2004-02-17 2006-05-04 Chevron Phillips Chemical Co Sulfur-containing compositions and processes for making same
US7910666B2 (en) 2005-08-16 2011-03-22 Chevron Phillips Chemical Company Lp Mercaptan-hardened epoxy polymer compositions and processes for making and using same
US7585932B2 (en) 2005-08-16 2009-09-08 Chevron Phillips Chemical Company Lp Polymer compositions and processes for making and using same
US9856422B2 (en) * 2010-11-25 2018-01-02 The Queen's University Of Belfast Process for removing naphthenic acids from crude oil and crude oil distillates
CN104211679A (en) * 2013-06-05 2014-12-17 首都医科大学 1,3-dithiolane derivatives, synthesis, nano structure, activity, and application thereof as lead dispelling agent

Also Published As

Publication number Publication date
CH395967A (en) 1965-07-31
BE600511A (en) 1961-08-23

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