CH193616A - Process for the preparation of p-dodecylaniline. - Google Patents

Process for the preparation of p-dodecylaniline.

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Publication number
CH193616A
CH193616A CH193616DA CH193616A CH 193616 A CH193616 A CH 193616A CH 193616D A CH193616D A CH 193616DA CH 193616 A CH193616 A CH 193616A
Authority
CH
Switzerland
Prior art keywords
dodecylaniline
aniline
added
preparation
reaction mixture
Prior art date
Application number
Other languages
German (de)
Inventor
Limited Imperial Ch Industries
Original Assignee
Ici Ltd
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 Ici Ltd filed Critical Ici Ltd
Publication of CH193616A publication Critical patent/CH193616A/en

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

Description

  

  Verfahren zur Herstellung von     p-Dodeeylanilin.       Vorliegendes Patent     betrifft    ein Verfahren  zur Herstellung von     p-Dodecylanilin,    welches  dadurch gekennzeichnet ist, dass man Anilin  mit     Dodecylalkohol    in Gegenwart eines Zink  halogeriides erhitzt. Das     Zinkhalogenid    kann  z. B. Zinkchlorid sein.  



  Zwecks Erhöhung der Ausbeute kann auch  eine     Halogenwasserstoffsäure    zugesetzt wer  den.  



       p-Dodecylanilin    stellt ein wertvolles     Farb-          stoffzwischenprodukt    dar.  



  <I>Beispiel:</I>  558 Teile     Dodecylalkohol,    373 Teile Ani  lin, 37 Teile     Chlorwasserstoffsäure    und 245  Teile Zinkchlorid werden zusammen während  10 Stunden auf 2400 C erhitzt, wobei das  durch die Reaktion entstandene Wasser ab  destillieren kann. Das Erhitzen. wird während  weiterer 12 Stunden bei 2400 C fortgesetzt.  Das Gemisch wird dann mit einem Über  schuss an     Natriumhydroxydlösung    gekocht,    wodurch die     entstandene    Doppelverbindung  des Zinkchlorids zersetzt wird.

   Das Öl wird  abgetrennt und der Vakuumdestillation unter  worfen, wobei der bei 200-235   C und  11 mm Druck destillierende Teil gesammelt  wird.     p-Dodecylanilin    wird auf diese Weise  in guter Ausbeute erhalten.     p-Dodecylanilin     ist eine neue Verbindung und ist eine weisse,  kristallinische Substanz mit einem     Erstarrungs-          punkt    von 35   C und einem Siedepunkt von  220-221<B>0</B> C bei 15 mm Druck. Ihr     Acetyl-          derivat    schmilzt bei 100   C.



  Process for the preparation of p-dodecylaniline. The present patent relates to a process for the preparation of p-dodecylaniline, which is characterized in that aniline is heated with dodecyl alcohol in the presence of a zinc halide. The zinc halide can e.g. B. be zinc chloride.



  A hydrohalic acid can also be added to increase the yield.



       p-Dodecylaniline is a valuable intermediate dye product.



  <I> Example: </I> 558 parts of dodecyl alcohol, 373 parts of aniline, 37 parts of hydrochloric acid and 245 parts of zinc chloride are heated together to 2400 ° C. for 10 hours, the water formed by the reaction being able to distill off. The heating. is continued for a further 12 hours at 2400 C. The mixture is then boiled with an excess of sodium hydroxide solution, whereby the resulting double compound of zinc chloride is decomposed.

   The oil is separated and subjected to vacuum distillation, collecting the part which distills at 200-235 ° C. and 11 mm pressure. p-Dodecylaniline is obtained in this way in good yield. p-Dodecylaniline is a new compound and is a white, crystalline substance with a freezing point of 35 C and a boiling point of 220-221 <B> 0 </B> C at 15 mm pressure. Your acetyl derivative melts at 100 C.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von p-Dodecyl- anilin, dadurch gekennzeichnet, dass man Ani lin mit Dodecylalkohol und einem Zinkhalo genid erhitzt. p-Dodecylanilin ist eine neue Verbindung und ist eine weisse, kristallinische Substanz, deren Erstarrungspunkt bei 35 C und deren Siedepunkt bei 220-2210 C und 15 mm Druck liegt. Ihr Acetylderivat schmilzt bei <B>1000</B> C. UNTERANSPRÜCHE: 1. Verfahren nach Patentanspruch, bei wel chem Ohlorwasserstoffsäure dem Reaktions gemisch zugesetzt wird. 2. PATENT CLAIM: Process for the production of p-dodecyl aniline, characterized in that aniline is heated with dodecyl alcohol and a zinc halide. p-Dodecylaniline is a new compound and is a white, crystalline substance with a solidification point of 35 C and a boiling point of 220-2210 C and 15 mm pressure. Its acetyl derivative melts at <B> 1000 </B> C. SUBClaims: 1. Process according to patent claim, in which hydrochloric acid is added to the reaction mixture. 2. Verfahren nach Patentanspruch, bei wel- chem Bromwasserstoffsäure dem Reaktions gemisch zugesetzt wird. 3. Verfahren nach Patentanspruch, bei wel chem das angewandte Zinkhalogenid Zink chlorid ist. Process according to claim, in which hydrobromic acid is added to the reaction mixture. 3. The method according to claim, in wel chem the zinc halide used is zinc chloride.
CH193616D 1935-12-31 1936-12-19 Process for the preparation of p-dodecylaniline. CH193616A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB193616X 1935-12-31

Publications (1)

Publication Number Publication Date
CH193616A true CH193616A (en) 1937-10-31

Family

ID=10128068

Family Applications (1)

Application Number Title Priority Date Filing Date
CH193616D CH193616A (en) 1935-12-31 1936-12-19 Process for the preparation of p-dodecylaniline.

Country Status (1)

Country Link
CH (1) CH193616A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0025934A1 (en) * 1979-09-22 1981-04-01 BASF Aktiengesellschaft Process for the production of p-substituted aromatic amines

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0025934A1 (en) * 1979-09-22 1981-04-01 BASF Aktiengesellschaft Process for the production of p-substituted aromatic amines

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