CH300832A - Process for the preparation of an N-acyl derivative of iminodibenzyl. - Google Patents

Process for the preparation of an N-acyl derivative of iminodibenzyl.

Info

Publication number
CH300832A
CH300832A CH300832DA CH300832A CH 300832 A CH300832 A CH 300832A CH 300832D A CH300832D A CH 300832DA CH 300832 A CH300832 A CH 300832A
Authority
CH
Switzerland
Prior art keywords
iminodibenzyl
preparation
acyl derivative
dimethylamine
parts
Prior art date
Application number
Other languages
German (de)
Inventor
Ag J R Geigy
Original Assignee
Ag J R Geigy
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 Ag J R Geigy filed Critical Ag J R Geigy
Publication of CH300832A publication Critical patent/CH300832A/en

Links

Landscapes

  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Herstellung eines     N.Acylderivates    des     Iminodibenzyls.       Gegenstand vorliegenden Patentes ist ein  Verfahren zur     Herstellung    eines     N-Acyl-          clerivates    des     Iminodibenzyls.    Das Verfahren  ist dadurch     geiz-ennzeichnet,    dass man ein       N-Halogenacetyl-iminodibenzyl    mit     Dimethyl-          amin    umsetzt.  



  Die erhaltene neue Verbindung, das     N-          (Dimethylamino-acetyl)        -iminodibenzyl,    zeigt  einen Siedepunkt von 176 bis 177  unter  0,4 mm Druck und bildet ein Hydrochlorid  vom Schmelzpunkt 236 bis 238 . Sie soll als  Arzneimittel, insbesondere als     Lokalanästhe-          ticum,    Verwendung finden.

      <I>Beispiel:</I>    9,8 Teile     Iminodibenzyl    werden in 50     Vo-          lumteilen        abs.    Benzol gelöst und 6 Teile       Chloracetylchlorid        zugetropft.    Anschliessend  kocht man 4 Stunden unter     Rückfluss    und  destilliert hierauf das Lösungsmittel ab, wo  bei das     N-Chloracetyl-iminodibenzyl    auskri  stallisiert. Es zeigt einen Schmelzpunkt von  92 bis 93 .  



  Das so erhaltene     N-Chloracetyl-imino-          dibenzyl    wird mit 6 Teilen     Dimethylamin,    ge  löst in 25 Teilen Benzol, zunächst 12 Stun  den stehen gelassen und hierauf noch eine    Stunde unter     Rückfluss    gekocht. Dann wird  mit Wasser gewaschen und die basischen An  teile der     Benzollösung    mit     verdünnter    Salz  säure entzogen. Die salzsaure Lösung wird  alkalisch gestellt, die ausgeschiedene Base in  Äther aufgenommen, die ätherische Lösung  getrocknet und der Äther eingedampft.

   Man  erhält das     N-(Dimethylamino-acetyl)-imino-          dibenzyl    als Öl vom Siedepunkt 176 bis 177   unter 0,4 mm Druck; das Hydrochlorid       schmilzt    bei 236 bis 238 .



  Process for the production of a N. acyl derivative of iminodibenzyl. The subject of the present patent is a process for the preparation of an N-acyl derivative of iminodibenzyl. The process is characterized in that an N-haloacetyl-iminodibenzyl is reacted with dimethylamine.



  The new compound obtained, the N- (dimethylamino-acetyl) -iminodibenzyl, shows a boiling point of 176 to 177 under 0.4 mm pressure and forms a hydrochloride with a melting point of 236 to 238. It is intended to be used as a medicament, in particular as a local anesthetic.

      <I> Example: </I> 9.8 parts of iminodibenzyl are absent in 50 parts by volume. Dissolved benzene and added dropwise 6 parts of chloroacetyl chloride. The mixture is then refluxed for 4 hours and the solvent is then distilled off, where the N-chloroacetyl-iminodibenzyl crystallizes out. It shows a melting point of 92 to 93.



  The N-chloroacetyl-imino-dibenzyl obtained in this way is initially left to stand for 12 hours with 6 parts of dimethylamine dissolved in 25 parts of benzene and then refluxed for a further hour. It is then washed with water and the basic parts of the benzene solution are removed with dilute hydrochloric acid. The hydrochloric acid solution is made alkaline, the precipitated base is taken up in ether, the ethereal solution is dried and the ether is evaporated.

   The N- (dimethylamino-acetyl) -imino-dibenzyl is obtained as an oil with a boiling point of 176 to 177 under 0.4 mm pressure; the hydrochloride melts at 236-238.

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung eines N-Acyl- derivates des Iminodibenzyls, dadurch ge-, kennzeichnet, dass man ein N-Halogenacetyl- iminodibenzy 1 mit Dimethylamin umsetzt. Die erhaltene neue Verbindung, das N= (Dimethylamino-acetyl)-iminodibenzyl, zeigt einen Siedepunkt von 176 bis 177 unter # 0,4 mm Druck und bildet ein Hydrochlorid vom Schmelzpunkt 236 bis 238 . PATENT CLAIM Process for the preparation of an N-acyl derivative of iminodibenzyl, characterized in that an N-haloacetyl iminodibenzyl 1 is reacted with dimethylamine. The new compound obtained, the N = (dimethylamino-acetyl) -iminodibenzyl, has a boiling point of 176 to 177 under # 0.4 mm pressure and forms a hydrochloride with a melting point of 236 to 238. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man N-Chloräcetyl- iminodibenzyl mit Dimethylamin umsetzt. SUBCLAIM: Process according to claim, characterized in that N-chloroacetyl-iminodibenzyl is reacted with dimethylamine.
CH300832D 1951-07-11 1951-07-11 Process for the preparation of an N-acyl derivative of iminodibenzyl. CH300832A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH298324T 1951-07-11
CH300832T 1951-07-11

Publications (1)

Publication Number Publication Date
CH300832A true CH300832A (en) 1954-08-15

Family

ID=25733957

Family Applications (1)

Application Number Title Priority Date Filing Date
CH300832D CH300832A (en) 1951-07-11 1951-07-11 Process for the preparation of an N-acyl derivative of iminodibenzyl.

Country Status (1)

Country Link
CH (1) CH300832A (en)

Similar Documents

Publication Publication Date Title
CH311609A (en) Process for the production of a new basic substituted fatty acid (2-halogen-6-methyl-anilide).
CH300832A (en) Process for the preparation of an N-acyl derivative of iminodibenzyl.
CH240363A (en) Process for the preparation of N- (y, y-diphenyl-allyl) -piperidine.
CH300830A (en) Process for the preparation of an N-acyl derivative of iminodibenzyl.
CH300831A (en) Process for the preparation of an N-acyl derivative of iminodibenzyl.
CH300833A (en) Process for the preparation of an N-acyl derivative of iminodibenzyl.
AT206439B (en) Process for the preparation of new, racemic or optically active piperidyl- (2) -arylmethanoläthern
DE907296C (en) Process for the preparation of 1-phenyl-2,3-dimethylpyrazolone-4-carboxylic acid-diaethylaminoethyl ester
AT356665B (en) METHOD FOR PRODUCING NEW CHINUCLIDINE DERIVATIVES, THEIR STEREOISOMERS, OPTICAL ISOMERS AND SALTS
CH220970A (en) Process for the preparation of a condensation product.
CH297290A (en) Process for the preparation of a new disubstituted nicotinic acid amide.
DE1003226B (en) Process for the production of new, anesthetically effective araliphatically substituted acid amides
CH300829A (en) Process for the preparation of an N-acyl derivative of iminodibenzyl.
CH301675A (en) Process for the preparation of a new disubstituted nicotinic acid amide.
CH297723A (en) Process for the preparation of a new disubstituted nicotinic acid amide.
CH291932A (en) Process for the preparation of a new haloaryl-pyridyl-alkanone amine.
CH481875A (en) Process for the preparation of a new amine
CH297289A (en) Process for the preparation of a new disubstituted nicotinic acid amide.
CH294511A (en) Verfahren zur Herstellung eines neuen disubstituierten Nicotinsäureamids.
CH221820A (en) Process for the preparation of 2-methyl-3-carbethoxy-4-phenyl-5-cyano-dihydropyridone- (6).
CH289541A (en) Process for the preparation of a basic compound.
CH297291A (en) Process for the preparation of a new disubstituted nicotinic acid amide.
CH311639A (en) Process for the production of a new basic substituted fatty acid (2-halogen-6-methyl-anilide).
CH338823A (en) Process for the preparation of B-methylthio-ethyl ether from salicylic acid amides
DE1038548B (en) Process for the preparation of ª ‡ -phenyl-ª ‰ -methyl-valeric acid