DE448631C - Process for the preparation of monoarylbiguanidine salts of substituted dithiocarbamic acids - Google Patents

Process for the preparation of monoarylbiguanidine salts of substituted dithiocarbamic acids

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Publication number
DE448631C
DE448631C DEA44542D DEA0044542D DE448631C DE 448631 C DE448631 C DE 448631C DE A44542 D DEA44542 D DE A44542D DE A0044542 D DEA0044542 D DE A0044542D DE 448631 C DE448631 C DE 448631C
Authority
DE
Germany
Prior art keywords
parts
salts
preparation
monoarylbiguanidine
dithiocarbamic acids
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
DEA44542D
Other languages
German (de)
Inventor
Dr Ernst Soerensen
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie 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 IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to DEA44542D priority Critical patent/DE448631C/en
Application granted granted Critical
Publication of DE448631C publication Critical patent/DE448631C/en
Expired legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C279/00Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
    • C07C279/20Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups containing any of the groups, X being a hetero atom, Y being any atom, e.g. acylguanidines
    • C07C279/24Y being a hetero atom
    • C07C279/26X and Y being nitrogen atoms, i.e. biguanides

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

Description

Verfahren zur Darstellung von Monoarylbiguanidinsalzen substituierter Dithiocarbaminsäuren. 1Ionoarylliiguanidinsalze substituierte:- Di- tliiocarliamins:itiren lassen sich durch Um- setzung fler entsprechenden @nirniniunisalze mit 1-\Ionoarylbiguanidin darstellen (vgl. Le Caoutchotic et la Guttapercha, 1923, NTr. 238, Seite 12005). 13s wurde nun gefunden, daß die Her stel- lting fier- Aninionitimsalze sich erübrigt und die ',#Iorioarvlbiguanidinsalze in .einer Opera- tion erhalten werden, wenn man Monoaryl-- üiguanidinbasen auf Schwefelkohlenstoff un:l ein primäres oder sekundäres Amin einwirken hil.lt. Hierdurch spart man die Wiedergewin- iMrrg .#les Ammoniaks und kommt schneller zum Ziel. Beispie11. roi Teile Morio-o-tolylbiguanidin, 121 Teile @Ic;noüthylanilin, ioo Teile Schwefelkohlen- aoff und i ,#o Teile Wasser werden 2 Stunden l:rüfti@r gerührt. Der Kristallbrei wird ab- und reit Wasser gewaschen. Die .\tislieute beträgt 295 Teile iithyipheiiylditliio- carbaminsaures o-Tolylbiguariidin. Die Aus- heute kann durch längere Reaktionseiauer noch erhöht «-erden. Beispiel e. 1;; Teile lronolilienvlliigtianidin, 2.12 Teile \loncäthy-lanilin techn. (mit 5o Prozent Di- iithylanilin), ioo Teile Schwefelkohlenstoff und i 5o Teile Wasser werden bei Zimmer- temperatur 15 bis 2o Stunden gerührt. Der reit Z >I und Wasser durchtränkte Kristallbrei wird abgenutscht, mit Wasser gewaschen und durch Schleudern vorn Öl befreit. Aus dem C)1 lassen sich der überschüssige Schwefel- kohlenstoff und das Diäthylanilin wieder- #lewinnen. Die Ausbeute an äthylphenylelithio- carbaininsaurem _ÄIonopheliylbiguanidiii be- t ä, , I r,--t 2#,-o Teile. Beispiel 3. rgi Teile @rorio-o-toli-Ibigtianidin, 5oo Teile Wasser, g3 Teile Anilin und ioo Teile Schwe- felkohlenstoff werden i bis 2 Stunden bei Zimmertemperatur kräftig gerührt. Das zu- nächst halibfeste Reaktionsprodukt erstarrt nach längerem Stehen und ist pulverisierbar. Die Ausbeute beträgt 328 Teile plienylflithio- carl;aininsatu-es o-Tolylbiguarii@diri, das sind 9i Prozent der Theorie. Process for the preparation of monoaryl biguanidine salts of substituted dithiocarbamic acids. 1ionoarylliiguanidine salts substituted: - di- tliiocarliamins: can be iterated by changing setting of the corresponding @nirniniunisalze with 1- \ ionoarylbiguanidine (cf. Le Caoutchotic et la Guttapercha, 1923, NTr. 238, Page 12005). 13s it has now been found that the manufacturers lting fier-Aninionitimsalze unnecessary and the ', # iorioarvlbiguanidine salts in an opera tion can be obtained when using monoaryl-- üiguanidinbasen on carbon disulfide and: l act a primary or secondary amine hil.lt. This saves the recovery iMrrg. # les ammoniaks and comes faster to the goal. Example 11. roi parts Morio-o-tolylbiguanidine, 121 parts @Ic; noüthylaniline, 100 parts carbon disulfide aoff and i, # o parts of water are 2 hours l: rüfti @ r stirred. The crystal pulp is and rides water washed. the . \ tislieute is 295 parts iithyipheiiylditliio- carbamic acid o-tolylbiguariidine. From- today can result from longer reaction times still increased "- earth. Example e. 1;; Parts of lronolilienviligianidin, 2.12 parts \ loncäthy-lanilin techn. (with 5o percent di- iithylaniline), 100 parts carbon disulfide and i 50 parts of water are temperature stirred for 15 to 20 hours. Of the ride Z> I and water soaked crystal pulp is sucked off, washed with water and freed oil by spinning in front. From the C) 1 can the excess sulfur carbon and the diethylaniline #lewinnen. The yield of ethylphenylelithio- carbaininsaurem _ÄIonopheliylbiguanidiii be t ä,, I r, - t 2 #, - o parts. Example 3. rgi parts @ rorio-o-toli-Ibigtianidin, 500 parts Water, 3 parts aniline and 100 parts sulfur Carbon fiber will be at for 1 to 2 hours Vigorously stirred at room temperature. The to- next semi-solid reaction product solidifies after standing for a long time and can be pulverized. The yield is 328 parts of plienylflithio- carl; aininsatu-es o-Tolylbiguarii @ diri, that are 9i percent of theory.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von Monoarylbiguanidinsalzen substituierter Dithiocarbaminsäuren, dadurch gekennzeichnet, daß man ll-Ionoarylbiguanidine auf Schwefclkohlenstoff und ein primäres oder sekundäres Amin einwirken läßt.PATENT CLAIM: Process for the preparation of monoaryl biguanidine salts substituted dithiocarbamic acids, characterized in that one ll-ionoarylbiguanidines can act on carbon sulfur and a primary or secondary amine.
DEA44542D 1925-03-24 1925-03-24 Process for the preparation of monoarylbiguanidine salts of substituted dithiocarbamic acids Expired DE448631C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEA44542D DE448631C (en) 1925-03-24 1925-03-24 Process for the preparation of monoarylbiguanidine salts of substituted dithiocarbamic acids

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEA44542D DE448631C (en) 1925-03-24 1925-03-24 Process for the preparation of monoarylbiguanidine salts of substituted dithiocarbamic acids

Publications (1)

Publication Number Publication Date
DE448631C true DE448631C (en) 1927-08-24

Family

ID=6934252

Family Applications (1)

Application Number Title Priority Date Filing Date
DEA44542D Expired DE448631C (en) 1925-03-24 1925-03-24 Process for the preparation of monoarylbiguanidine salts of substituted dithiocarbamic acids

Country Status (1)

Country Link
DE (1) DE448631C (en)

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