CH217227A - Process for the production of a new intermediate product. - Google Patents

Process for the production of a new intermediate product.

Info

Publication number
CH217227A
CH217227A CH217227DA CH217227A CH 217227 A CH217227 A CH 217227A CH 217227D A CH217227D A CH 217227DA CH 217227 A CH217227 A CH 217227A
Authority
CH
Switzerland
Prior art keywords
new intermediate
amino
intermediate product
parts
production
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH217227A publication Critical patent/CH217227A/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C275/00Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C275/28Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C275/40Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by nitrogen atoms not being part of nitro or nitroso groups

Description

  

  Verfahren zur Herstellung eines neuen Zwischenproduktes.    Es wurde gefunden, dass man ein neues  Zwischenprodukt, den     N,N-Diphenyl-N'-(2,5-          diäthoxy-4-amino)-phenylharnstoff,    erhält,  wenn man auf 1     Mol        1-Amino-4-acetylamino-          2,5-diäthoxybenzol    1     Mol        Diphenylharnstoff-          chlorid    einwirken lässt und hierauf das ent  standene Produkt mit einem     Verseifungs-          mittel    behandelt.  



  Das neue Zwischenprodukt bildet einen  kristallinischen Körper, der sieh unter Zusatz  von Salzsäure in Wasser     diazotieren    lässt.  Diese     Diazoverbindung    gibt mit     Aryliden    der  2,8 -     Oxynaphthoesäure    Farbstoffe, welche,       auf    der Faser erzeugt, diese in echten blauen  Tönen färben.  



  <I>Beispiel:</I>  28,8 Teile     1-Amino-4-acetylamino-2,5-          diäthoxybenzol    werden mit 23,2 Teilen     Di-          phenylharnstoffchlorid    in 90 Teilen     Pyridin     während 1 Stunde auf dem Wasserbad er  hitzt. Die zuerst intensiv rot gefärbte Lösung  wird nach     einiger    Zeit schwach     braun.    Durch    Eingiessen in eine gut gerührte Mischung     aus     90 Teilen     33%iger    Salzsäure     und    250 Teilen  Wasser wird das Umsetzungsprodukt abge  schieden.

   Durch     Umkristallisieren    aus 200  Teilen Alkohol wird es in     reinweissen    Kri  stallen erhalten. 48,8 Teile davon werden zur  Abspaltung des     Acetylrestes    in 200 Teilen  heissem Alkohol gelöst und während zwei       Stunden    mit 15 Teilen 33%iger Salzsäure  zum Sieden erhitzt. Beim Abkühlen     kristalli-          siert    das Chlorhydrat des     N.,N-Diphenyl-N'-          (2,5-diäthoxy-4-amino)-phenylliarnstoffes    in       reinweissen    Kristallen aus.



  Process for the production of a new intermediate product. It has been found that a new intermediate, the N, N-diphenyl-N '- (2,5-diethoxy-4-amino) -phenylurea, is obtained if one mole of 1-amino-4-acetylamino-2 , 5-diethoxybenzene allows 1 mol of diphenylurea chloride to act and then treats the resulting product with a saponifying agent.



  The new intermediate product forms a crystalline body, which can be diazotized in water with the addition of hydrochloric acid. This diazo compound, together with arylides of 2,8 - oxynaphthoic acid, gives dyes which, when produced on the fiber, dye them in true blue tones.



  <I> Example: </I> 28.8 parts of 1-amino-4-acetylamino-2,5-diethoxybenzene are heated with 23.2 parts of diphenylurea chloride in 90 parts of pyridine for 1 hour on a water bath. The solution, which was initially intensely red in color, turns pale brown after a while. The reaction product is separated out by pouring into a well-stirred mixture of 90 parts of 33% hydrochloric acid and 250 parts of water.

   By recrystallization from 200 parts of alcohol, it is obtained in pure white crystals. 48.8 parts of this are dissolved in 200 parts of hot alcohol to split off the acetyl radical and heated to boiling with 15 parts of 33% strength hydrochloric acid for two hours. On cooling, the hydrochloride of N., N-diphenyl-N'- (2,5-diethoxy-4-amino) -phenylliarnea crystallizes out in pure white crystals.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Zwischenproduktes, den N,N-Diphenyl-N'- (2,5-diäthoxy-4-amino)-phenylharnstoff, da durch gekennzeichnet, dass man auf 1 Mol 1-1Amino'-4-acetylamino-2,5 - diäthoxybenzol 1 Mol Diphenylharnstoffchlorid einwirken lässt und hierauf das entstandene Produkt mit einem Verseifungsmittel behandelt. PATENT CLAIM: Process for the preparation of a new intermediate, the N, N-diphenyl-N'- (2,5-diethoxy-4-amino) -phenylurea, characterized in that one mole of 1-1-amino'-4-acetylamino -2,5 - diethoxybenzene lets 1 mol of diphenylurea chloride act and then treated the resulting product with a saponifying agent. Das neue Zwischenprodukt bildet einen kristallinischen Körper, der sich unter Zusatz von Salzsäure in Wasser diazotieren läBt. Diese Diazoverbindung gibt mit Aryliden der 2,3-Oxynaphthoesäure Farbstoffe, welche, auf der Faser erzeugt, diese in echten blauen Tönen färben. The new intermediate product forms a crystalline body which can be diazotized in water with the addition of hydrochloric acid. This diazo compound, together with arylides of 2,3-oxynaphthoic acid, gives dyes which, when produced on the fiber, dye them in true blue tones.
CH217227D 1940-07-20 1940-07-20 Process for the production of a new intermediate product. CH217227A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH217227T 1940-07-20

Publications (1)

Publication Number Publication Date
CH217227A true CH217227A (en) 1941-10-15

Family

ID=4450007

Family Applications (1)

Application Number Title Priority Date Filing Date
CH217227D CH217227A (en) 1940-07-20 1940-07-20 Process for the production of a new intermediate product.

Country Status (1)

Country Link
CH (1) CH217227A (en)

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