DE726431C - Process for the preparation of arylides from ª ‰ -ketone carboxylic acids - Google Patents
Process for the preparation of arylides from ª ‰ -ketone carboxylic acidsInfo
- Publication number
- DE726431C DE726431C DEG95800D DEG0095800D DE726431C DE 726431 C DE726431 C DE 726431C DE G95800 D DEG95800 D DE G95800D DE G0095800 D DEG0095800 D DE G0095800D DE 726431 C DE726431 C DE 726431C
- Authority
- DE
- Germany
- Prior art keywords
- arylides
- carboxylic acids
- preparation
- ketone carboxylic
- ketone
- 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
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung von Aryliden von ß-Ketoncarbousäuren Es -tvtirde gefunden, daß - man zu wertvollen neuen Ari#liden von ß-Ketoncarbonsäuren gelangt, wenn man, Aminoverbindungen der allgemeinen Formel mit Acetessigester in der Wärme umsetzt. Die neuen Arylide, die wertvolle Zwischenprodukte zur Herstellung von Farbstoffen darstellen, lösen sich infolge der - C O - C H= - C O-Gruppe in Ätzall;alien und haben dann die Eigenschaft, aus solchen Lösungen eine ausgesprochene Affinität zur pflanzlichen Faser zu besitzen, die wesentlich diejenige der entsprechenden Arylide aus Dehydrothiotoluidin (vgl. Patent 4.o9949) oder aus nichtsubstituierten Amino-2-phenylpseudoazimidobenzolen übertrifft (vgl. Patent 393 j22). Process for the preparation of arylides of ß-ketone carboxylic acids It has been found that valuable new ari # lides of ß-ketone carboxylic acids are obtained by using amino compounds of the general formula with acetoacetic ester in the heat. The new arylides, which are valuable intermediate products for the production of dyes, dissolve in caustic alien as a result of the - CO - CH = - C O group and then have the property of having a pronounced affinity for vegetable fibers from such solutions that of the corresponding arylides from dehydrothiotoluidine (cf. Patent 4.o9949) or from unsubstituted amino-2-phenylpseudoazimidobenzenes (cf. Patent 393 j22).
Beispiel 27 Teile 5-Amino-6-methoxy-2-(4.'-methoxy)-phenyipseudoazimidobenzol werden in Zoo Teilen Chlorbenzol nach Zusatz einiger Tropfen Diäthylanilin am absteigenden Kühler zum Kochen erhitzt. Man läßt das Chlorbenzol abdestillieren und gibt dann langsam 2o Teile Acetessigester zu; man kondensiert z Stunden unter Abdestillieren des gebildeten Alkohols und von etwas Chlorbenzol. Nach beendeter Kondensation läßt man erkalten, destilliert das Chlorbenzol mit Wasserdampf ab, löst das abgenutschte zurückgebliebene 5-Acetoacetylamino-6-methoxy-2-(4.'-meihot3-)-phenylpseudoaziminobenzol der Formel aus verdünnter :N atronlauge um und fällt es nach dem Filtrieren von etwaigen Verunreinigungen mit verdünnter Salzsäure wieder aus.EXAMPLE 27 parts of 5-amino-6-methoxy-2- (4'-methoxy) -phenyipseudoazimidobenzene are heated to boiling in zoo parts of chlorobenzene after adding a few drops of diethylaniline on a descending cooler. The chlorobenzene is allowed to distill off and 2o parts of acetoacetic ester are then slowly added; the mixture is condensed for z hours while distilling off the alcohol formed and some chlorobenzene. When the condensation is complete, the mixture is allowed to cool, the chlorobenzene is distilled off with steam, the 5-acetoacetylamino-6-methoxy-2- (4 .'-meihot3 -) - phenylpseudoaziminobenzene of the formula which has been suctioned off is dissolved from dilute: sodium hydroxide solution and precipitates again after filtering any impurities with dilute hydrochloric acid.
Die neue Verbindung, die in einer Ausbeute von go°/o der Theorie erhalten wird, stellt ein weißes Pulver dar, das sich leicht in verdünnten Ätza1kalien löst und, aus Alkohol umkristallisiert, bei r68° schmilzt.The new compound obtained in a yield of go ° / o of theory is a white powder that dissolves easily in dilute ca1cals and, recrystallized from alcohol, melts at r68 °.
Das in ähnlicher Weise herstellb-are 5-Acetoacetylamino-6-methoxy-2-(q.'-äthoxy) -plieri_vlpseudoazimidobenzol der Formel schmilzt bei i55° (aus Alkohol kristallisiert).The similarly producible 5-acetoacetylamino-6-methoxy-2- (q .'-ethoxy) -plieri_vlpseudoazimidobenzene of the formula melts at 155 ° (crystallized from alcohol).
Das 5-Acetoacetylamino-6-äthoxy-2-(4@-äthoxy)-phenylpseudoaziinidobenzol der Formel schmilzt bei i; 8 bis 17g° (aus Chlorbenzol kristallisiert).The 5-acetoacetylamino-6-ethoxy-2- (4 @ -ethoxy) -phenylpseudoaziinidobenzene of the formula melts at i; 8 to 17g ° (crystallized from chlorobenzene).
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH726431X | 1936-07-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE726431C true DE726431C (en) | 1942-10-14 |
Family
ID=4531980
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEG95800D Expired DE726431C (en) | 1936-07-14 | 1937-07-08 | Process for the preparation of arylides from ª ‰ -ketone carboxylic acids |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE726431C (en) |
-
1937
- 1937-07-08 DE DEG95800D patent/DE726431C/en not_active Expired
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