GB1215396A - Production of monothio-oxamic acid compounds - Google Patents

Production of monothio-oxamic acid compounds

Info

Publication number
GB1215396A
GB1215396A GB1862368A GB1862368A GB1215396A GB 1215396 A GB1215396 A GB 1215396A GB 1862368 A GB1862368 A GB 1862368A GB 1862368 A GB1862368 A GB 1862368A GB 1215396 A GB1215396 A GB 1215396A
Authority
GB
United Kingdom
Prior art keywords
acid
monothio
amine
oxamic
general formula
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
GB1862368A
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.)
BASF SE
Original Assignee
BASF SE
Badische Anilin and Sodafabrik 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 BASF SE, Badische Anilin and Sodafabrik AG filed Critical BASF SE
Publication of GB1215396A publication Critical patent/GB1215396A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
    • C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
    • C07D295/194—Radicals derived from thio- or thiono carboxylic acids

Landscapes

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

Abstract

1,215,396. Monothio-oxamic acid compounds. BADISCHE ANILIN- & SODA-FABRIK A.G. 19 April, 1968 [21 April, 1967], No. 18623/68. Heading C2C. Monothio-oxamic acid amides of general formula where R<SP>1</SP> and R<SP>2</SP>, which may be the same or different, may be aliphatic, cycloaliphatic, araliphatic or aromatic, or R<SP>1</SP> denotes such a radical and R<SP>2</SP> denotes H, or R<SP>1</SP> with R<SP>2</SP> and the adjacent nitrogen may be a heterocyclic ring, and R<SP>3</SP> may be the radical -NH 2 or -OR<SP>4</SP>, where R<SP>4</SP> may be H, aliphatic, cycloaliphatic, araliphatic or aromatic, are prepared by reacting a haloacetic acid compound of the general formula where R<SP>1</SP>, R<SP>2</SP> and R<SP>3</SP> have the same meaning as above, R<SP>5</SP> may be a halogen atom, R<SP>6</SP> and R<SP>7</SP> may be H or halogen, with elemental sulphur and an amine having the general formula where R<SP>1</SP> and R<SP>2</SP> have the above meanings, in the presence of an acid-binding agent which may be identical with the amine, the amounts of amine and acid-binder being selected so as to favour the production of the desired product monothio-oxamic acid amide as compared to the undesired monothio-oxamic acid amide. The free haloacetic acid may be replaced by a salt of a haloacetic acid with an alkali metal, alkaline earth metal, unsubstituted ammonium or substituted ammonium cation and the process may be carried out in an inert organic solvent, e.g. alcohols, ethers or aromatic hydrocarbons at a temperature of 20-200‹ C., and preferably 50-150‹ C. Acid-binding agents such as tertiary amines, inorganic bases such as alkaline earth metal oxides, hydroxides or amides, alcoholates or salts of polybasic acids may be added to bind the acid present in the reaction, e.g. haloacetic acid as starting material or hydrogen halide formed.
GB1862368A 1967-04-21 1968-04-19 Production of monothio-oxamic acid compounds Expired GB1215396A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEP1270A DE1270552B (en) 1967-04-21 1967-04-21 Process for the preparation of monothione oxalic acid amides

Publications (1)

Publication Number Publication Date
GB1215396A true GB1215396A (en) 1970-12-09

Family

ID=6986241

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1862368A Expired GB1215396A (en) 1967-04-21 1968-04-19 Production of monothio-oxamic acid compounds

Country Status (6)

Country Link
BE (1) BE713737A (en)
CH (1) CH495340A (en)
DE (1) DE1270552B (en)
FR (1) FR1557489A (en)
GB (1) GB1215396A (en)
NL (1) NL6805585A (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2460909C2 (en) * 1974-12-21 1986-02-27 Bayer Ag, 5090 Leverkusen Process for the preparation of alpha-oxothiodimethylamides
US5232947A (en) * 1988-07-04 1993-08-03 Meiji Seika Kaisha, Ltd. Oxamic acid compounds and pharmaceutical composition for use in improvement of damaged cerebral functions of brain
EP0350260B1 (en) * 1988-07-04 1993-10-20 Meiji Seika Kaisha Ltd. New oxamic acid compounds and pharmaceutical composition for use in improvement of damaged cerebral functions of brain
AU7948400A (en) * 1999-10-19 2001-04-30 Taisho Pharmaceutical Co., Ltd. N-cycloalkyl thiooxamide derivatives

Also Published As

Publication number Publication date
BE713737A (en) 1968-10-16
NL6805585A (en) 1968-10-22
DE1270552C2 (en) 1969-01-16
DE1270552B (en) 1968-06-20
FR1557489A (en) 1969-02-14
CH495340A (en) 1970-08-31

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