CH204435A - Process for the preparation of 4,4'-tetrabutyl-diaminobenzophenone. - Google Patents

Process for the preparation of 4,4'-tetrabutyl-diaminobenzophenone.

Info

Publication number
CH204435A
CH204435A CH204435DA CH204435A CH 204435 A CH204435 A CH 204435A CH 204435D A CH204435D A CH 204435DA CH 204435 A CH204435 A CH 204435A
Authority
CH
Switzerland
Prior art keywords
tetrabutyl
preparation
acid
diaminobenzophenone
phenylhydrazine
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
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
Publication of CH204435A publication Critical patent/CH204435A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C225/00—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
    • C07C225/22—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton

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

Description

  

  Verfahren zur Herstellung von     4.4'-Tetrabutyl-diaminobenzophenon.       Nach dem im Hauptpatent beschriebenen  Verfahren wird     4.4'-Tetramethyldiamino-          benzophenon    in der Weise hergestellt, dass  man 4.     4'-Tetramethyldiaminobenzhydrol    mit       Phenylhydrazin    in Gegenwart einer geringen  Menge Säure umsetzt, das erhaltene Konden  sationsprodukt oxydiert und das Oxydations  produkt mit Säure spaltet.  



  Gegenstand des vorliegenden Patentes ist  nun ein Verfahren zur Herstellung von 4. 4'  Tetrabutyl -     diamino    -     benzophenon,    welches  dadurch gekennzeichnet ist, dass man das  4.     4'-Tetrabutyl-diaminobenzhydrol    mit     Phe-          nylhydrazin    in Gegenwart einer geringen  Menge Säure umsetzt, das erhaltene Konden  sationsprodukt oxydiert und das Oxydations  produkt mit Säure spaltet.  



  <I>Beispiel:</I>  65 Gewichtsteile 4 . 4' -     Tetrabutyl    -     di-          aminobenzhydrpl    werden mit 16,05 Gewichts-    teilen     Phenylhydrazin    in alkoholischer Lö  sung     unter    Zusatz von wenig Salzsäure kon  densiert. Nach dem Verjagen des Alkohols  setzt man 17 Gewichtsteile Wasser und     350     Volumenteile Aceton zu und oxydiert unter  Rühren mit der berechneten Menge Kalium  permanganat.

   Nach     Abfiltrieren    des gebil  deten     Braunsteins    treibt man das organische  Lösungsmittel ab, kocht den in Wasser un  löslichen Rückstand mit Salzsäure und fällt  das gebildete     Keton    mit     Natriumhydroxyd-          lösung    aus. Das so erhaltene     4.4'-Tetra-          butyl-diamino-benzophenon    bildet als Roh  produkt einen dunkelgefärbten pulverigen  Niederschlag, der für die Herstellung von  Farbstoffen Verwendung finden soll.



  Process for the preparation of 4,4'-tetrabutyl-diaminobenzophenone. According to the process described in the main patent, 4,4'-tetramethyldiamino benzophenone is prepared in such a way that 4, 4'-tetramethyldiaminobenzhydrol is reacted with phenylhydrazine in the presence of a small amount of acid, the resulting condensation product is oxidized and the oxidation product is cleaved with acid.



  The present patent now relates to a process for the preparation of 4,4'-tetrabutyl - diamino - benzophenone, which is characterized in that the 4th 4'-tetrabutyl-diaminobenzhydrol is reacted with phenylhydrazine in the presence of a small amount of acid, which condensation product obtained is oxidized and the oxidation product cleaves with acid.



  <I> Example: </I> 65 parts by weight 4. 4 '- Tetrabutyl - diminobenzhydrpl are condensed with 16.05 parts by weight of phenylhydrazine in alcoholic solution with the addition of a little hydrochloric acid. After the alcohol has been driven off, 17 parts by weight of water and 350 parts by volume of acetone are added and the mixture is oxidized with the calculated amount of potassium permanganate while stirring.

   After filtering off the brownstone formed, the organic solvent is driven off, the residue, which is insoluble in water, is boiled with hydrochloric acid and the ketone formed is precipitated with sodium hydroxide solution. The 4,4'-tetra-butyl-diamino-benzophenone obtained in this way forms a dark-colored powdery precipitate as a crude product, which is said to be used for the production of dyes.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von 4. 4'-Te- trabutyl-diamino-benzophenon, dadurch ge- kennzeichnet, dass man das 4, 4'-Tetrabutyl- diaminobenzhydrol mit Phenylhy drazin in Gegenwart einer geringen Menge Säure um setzt, das erhaltene Kondensationsprodukt oxydiert und das Oxydationsprodukt mit Säure spaltet. Inas so erhaltene Rohprodukt bildet einen dunkelgefärbten pulverigen Nie derschlag. PATENT CLAIM: A process for the preparation of 4, 4'-tetrabutyl-diamino-benzophenone, characterized in that the 4, 4'-tetrabutyl-diaminobenzhydrol is reacted with phenylhydrazine in the presence of a small amount of acid, the condensation product obtained oxidizes and splits the oxidation product with acid. The crude product thus obtained forms a dark-colored powdery precipitate.
CH204435D 1936-08-26 1937-05-24 Process for the preparation of 4,4'-tetrabutyl-diaminobenzophenone. CH204435A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE204435X 1936-08-26
CH198707T 1937-05-24

Publications (1)

Publication Number Publication Date
CH204435A true CH204435A (en) 1939-04-30

Family

ID=25723116

Family Applications (1)

Application Number Title Priority Date Filing Date
CH204435D CH204435A (en) 1936-08-26 1937-05-24 Process for the preparation of 4,4'-tetrabutyl-diaminobenzophenone.

Country Status (1)

Country Link
CH (1) CH204435A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3691157A (en) * 1970-08-12 1972-09-12 Rodney Ian Fryer Preparation of 7-substituted-1-(2-diethylaminoethyl)-5-(2-halophenyl)-1,3-dihydro-2h-1,4-benzodiazepin-2-ones

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3691157A (en) * 1970-08-12 1972-09-12 Rodney Ian Fryer Preparation of 7-substituted-1-(2-diethylaminoethyl)-5-(2-halophenyl)-1,3-dihydro-2h-1,4-benzodiazepin-2-ones

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