CH302380A - Process for the preparation of a new acetoacetylamino compound. - Google Patents
Process for the preparation of a new acetoacetylamino compound.Info
- Publication number
- CH302380A CH302380A CH302380DA CH302380A CH 302380 A CH302380 A CH 302380A CH 302380D A CH302380D A CH 302380DA CH 302380 A CH302380 A CH 302380A
- Authority
- CH
- Switzerland
- Prior art keywords
- compound
- new
- preparation
- acetic acid
- acetoacetylamino
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 6
- 238000002360 preparation method Methods 0.000 title claims description 4
- -1 acetoacetylamino compound Chemical class 0.000 title description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 18
- 229960000583 acetic acid Drugs 0.000 claims description 8
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- 239000012362 glacial acetic acid Substances 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 4
- WASQWSOJHCZDFK-UHFFFAOYSA-N diketene Chemical compound C=C1CC(=O)O1 WASQWSOJHCZDFK-UHFFFAOYSA-N 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- 238000002844 melting Methods 0.000 claims description 2
- 230000008018 melting Effects 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 239000000987 azo dye Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung einer neuen Acetoacetylaminoverbindung. Gegenstand der vorliegenden Erfindung ist ein Verfahren zur Herstellung einer neuen Aeetaaeetylaminoverbindttng, närnlielr des Acetoaeetyl - 4 - benzozlamin.odiphenylamins, und ist dadurch gekennzeichnet, dass man 4 Berrzoylaminocliphenylamin in 90- bis 100pro- zentiger Essigsäure bei einer Temperatur zwi schen 40 und 80 C mit Diketen umsetzt.
Diese ist ein hellgrauer, kri stalliner Körper vom Schmelzpunkt 1316 bis 140 C, der in Wasser unlöslich, jedoch in Eisessig, Alkohol und Toluol löslich ist.
Die so erhaltene Verbindun- lässt sich mit den verschiedenartigsten Diazoverbindungen leicht kuppeln und ist somit ein wertvolles Zwischenprodukt für die Herstellung von neuen Azofarbstoffen.
Die Umsetzung mit Diketen erfolgt vor zugsweise bei einer Temperatur von 60 bis 70 C und in (legenw art von Eisessig. Beispiel: 6:5 Teile 4-Benzoylaminod@iphenylamiri wer den in. 250 Teilen Eisessig suspendiert. In die Suspension werden im Verlaufe von 11/2 Stun den bei 65 C 19 'Teile Diketen rugetropft, wobei die suspendierte Verbindung langsam in Lösung geht.
Es wird dann noch während 4 Stunden bei dieser Temperatur weiter ge rührt, worauf nach Klären der Lösung das Reaktionsprodukt durch Abd'estillieren des Eisessigs im Vakuum isoliert wird (Ausbeute 90 1/a).
Process for the preparation of a new acetoacetylamino compound. The present invention relates to a process for the preparation of a new Aeetaaeetylaminoverbindttng, närnlielr the Acetoaeetyl - 4 - benzozlamin.odiphenylamins, and is characterized in that 4 Berrzoylaminocliphenylamin in 90- to 100 percent acetic acid at a temperature between 40 and 80 C with Diketen converts.
This is a light gray, crystalline body with a melting point of 1316 to 140 C, which is insoluble in water, but soluble in glacial acetic acid, alcohol and toluene.
The compound obtained in this way can easily be coupled with a wide variety of diazo compounds and is thus a valuable intermediate product for the production of new azo dyes.
The reaction with diketene is preferably carried out at a temperature of 60 to 70 ° C. and in glacial acetic acid. Example: 5 parts of 4-benzoylaminod @ iphenylamiri are suspended in 250 parts of glacial acetic acid. In the course of 11/2 hours the 19 'parts of diketene added dropwise at 65 ° C., the suspended compound slowly dissolving.
Stirring is then continued for 4 hours at this temperature, whereupon, after the solution has been clarified, the reaction product is isolated by distilling off the glacial acetic acid in vacuo (yield 90 1 / a).
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH299706T | 1951-08-21 | ||
| CH302380T | 1951-08-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH302380A true CH302380A (en) | 1954-10-15 |
Family
ID=25734092
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH302380D CH302380A (en) | 1951-08-21 | 1951-08-21 | Process for the preparation of a new acetoacetylamino compound. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH302380A (en) |
-
1951
- 1951-08-21 CH CH302380D patent/CH302380A/en unknown
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