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DE1138033B - Process for the preparation of salts of bis (mercapto-carboxylic acid) amides - Google Patents

Process for the preparation of salts of bis (mercapto-carboxylic acid) amides

Info

Publication number
DE1138033B
DE1138033B DEW19607A DEW0019607A DE1138033B DE 1138033 B DE1138033 B DE 1138033B DE W19607 A DEW19607 A DE W19607A DE W0019607 A DEW0019607 A DE W0019607A DE 1138033 B DE1138033 B DE 1138033B
Authority
DE
Germany
Prior art keywords
bis
amides
salts
preparation
mercapto
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.)
Pending
Application number
DEW19607A
Other languages
German (de)
Inventor
Dipl-Chem Theodor Wajaroff
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.)
Procter and Gamble Deutschland GmbH
Original Assignee
Wella GmbH
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 Wella GmbH filed Critical Wella GmbH
Priority to DEW19607A priority Critical patent/DE1138033B/en
Publication of DE1138033B publication Critical patent/DE1138033B/en
Pending legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/90—Carboxylic acid amides having nitrogen atoms of carboxamide groups further acylated

Landscapes

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

Description

Verfahren zur Herstellung von Salzen der Bis-(mercapto-carbonsäure)-amide In dem Patent 1095 805 ist ein Verfahren zur Herstellung von Bis-(mercaptocarbonsäure-(amiden der allgemeinen Formel in der R Wasserstoff oder einen Alkylrest und R1 einen unverzweigten oder verzweigten Alkylenrest bedeutet, unter Schutz gestellt, das dadurch gekennzeichnet ist, daß man Ammoniumsalz von Mercaptomonocarbonsäuren im Vakuum erhitzt.Process for the preparation of salts of the bis (mercapto-carboxylic acid) amides In the patent 1095 805 a process for the preparation of bis (mercaptocarboxylic acid (amides of the general formula in which R is hydrogen or an alkyl radical and R1 is an unbranched or branched alkylene radical, placed under protection, which is characterized in that the ammonium salt of mercaptomonocarboxylic acids is heated in vacuo.

Es ist nun bekannt, daß der Iminwasserstoff in Nachbarschaft von Carboxylgruppen Säureeigenschaften besitzt, wonach der Wasserstoff durch ein Metall ersetzt werden kann. Eine Reindarstellung von entsprechenden Metallsalzen ist sowohl möglich, stößt jedoch auf erhebliche Schwierigkeiten, da das Salz bereits durch Spuren Wasser hydrolysiert.It is now known that the imine hydrogen is in the vicinity of carboxyl groups Has acid properties, after which the hydrogen is replaced by a metal can. A pure representation of corresponding metal salts is possible both, butts however, there are considerable difficulties, since the salt already hydrolyzes through traces of water.

Es wurde nun gefunden, daß die Gewinnung solcher Salze eines Bis-(mercaptocarbonsäure)-amids Beispiel I 20g Bis-(thioglykolsäure)-amid werden in 100 g wasserfreiem Alkohol gelöst und 3,8 g Calciumcarbid zugesetzt.It has now been found that the production of such salts of a bis (mercaptocarboxylic acid) amide Example I 20 g of bis (thioglycolic acid) amide are dissolved in 100 g of anhydrous alcohol and 3.8 g of calcium carbide are added.

Nach etwa 24 Stunden saugt man den entstandenen weißen Niederschlag ab und wäscht mit absolutem Alkohol nach. der oben angegebenen Formel, in der R Wasserstoff bedeutet, ohne Schwierigkeiten möglich ist, wenn man das Bis-(mercaptocarbonsäure)-amid in wasserfreier Lösung mit Metallcarbiden oder Metallhydriden umsetzt. Beispiel 2 20g Bis-(thioglykolsäure)-amid werden in l00 g wasserfreiem Alkohol gelöst und 2,2 g Calciumhydrid zugesetzt.After about 24 hours, the resulting white precipitate is filtered off with suction and washed with absolute alcohol. of the formula given above, in which R is hydrogen, is possible without difficulties if the bis (mercaptocarboxylic acid) amide is reacted in anhydrous solution with metal carbides or metal hydrides. Example 2 20 g of bis (thioglycolic acid) amide are dissolved in 100 g of anhydrous alcohol and 2.2 g of calcium hydride are added.

Nach etwa 24 Stunden saugt man den entstandenen weißen Niederschlag ab und wäscht mit wasserfreiem Alkohol nach. Die erfindungsgemäß hergestellten Salze können z. B. als Ausgangsstoffe für pharmazeutische und kosmetische Präparate Verwendung finden.After about 24 hours, the resulting white precipitate is filtered off with suction and washes with anhydrous alcohol. According to the invention Salts produced can e.g. B. as starting materials for pharmaceutical and cosmetic Find preparations use.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von Salzen der Bis-(mercaptocarbonsäure)-amide, dsd«cä gekennzeichnet, daß in weiterer Ausbildung des Verfahrens gemäß Patent 1095 805 Bis-(mercaptocarbonsäure)-amide der allgemeinen Formel in der R Wasserstoff und R, einen unverzweigten oder verzweigten Alkylenrest bedeutet, in wasserfreier Lösung mit Metallcarbiden oder Metallhydriden umgesetzt werden. In Betracht gezogene Druckschriften Deutsche Patentschrift Nr. 817 922; Liebigs Annalen der Chemie, Bd. 215, 1882, S.172 bis 213; Berichte der deutschen chemischen Gesellschaft, Bd.23, 1890, S.2400, und Bd.60, 1927, S.2520 bis 2522. PATENT CLAIM: Process for the preparation of salts of bis (mercaptocarboxylic acid) amides, dsd «cä characterized in that in a further development of the process according to patent 1095 805 bis (mercaptocarboxylic acid) amides of the general formula in which R denotes hydrogen and R denotes an unbranched or branched alkylene radical, are reacted in anhydrous solution with metal carbides or metal hydrides. Considered publications German Patent No. 817 922; Liebigs Annalen der Chemie, Vol. 215, 1882, pp.172 to 213; Reports of the German Chemical Society, Vol. 23, 1890, p. 2400, and Vol. 60, 1927, p. 2520 to 2522.
DEW19607A 1956-08-16 1956-08-16 Process for the preparation of salts of bis (mercapto-carboxylic acid) amides Pending DE1138033B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEW19607A DE1138033B (en) 1956-08-16 1956-08-16 Process for the preparation of salts of bis (mercapto-carboxylic acid) amides

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEW19607A DE1138033B (en) 1956-08-16 1956-08-16 Process for the preparation of salts of bis (mercapto-carboxylic acid) amides

Publications (1)

Publication Number Publication Date
DE1138033B true DE1138033B (en) 1962-10-18

Family

ID=7596539

Family Applications (1)

Application Number Title Priority Date Filing Date
DEW19607A Pending DE1138033B (en) 1956-08-16 1956-08-16 Process for the preparation of salts of bis (mercapto-carboxylic acid) amides

Country Status (1)

Country Link
DE (1) DE1138033B (en)

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE817922C (en) * 1950-03-29 1951-10-22 Basf Ag Process for the preparation of the calcium salts of aromatic aminooxycarboxylic acids

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE817922C (en) * 1950-03-29 1951-10-22 Basf Ag Process for the preparation of the calcium salts of aromatic aminooxycarboxylic acids

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