CH201286A - Process for the production of a new condensation product. - Google Patents
Process for the production of a new condensation product.Info
- Publication number
- CH201286A CH201286A CH201286DA CH201286A CH 201286 A CH201286 A CH 201286A CH 201286D A CH201286D A CH 201286DA CH 201286 A CH201286 A CH 201286A
- Authority
- CH
- Switzerland
- Prior art keywords
- condensation product
- new condensation
- production
- nitrobenzene
- valuable
- Prior art date
Links
- 239000007859 condensation product Substances 0.000 title claims description 7
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 9
- 230000001476 alcoholic effect Effects 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 claims description 2
- 239000000835 fiber Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 1
- 229960000583 acetic acid Drugs 0.000 claims 1
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Substances [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 claims 1
- 235000011121 sodium hydroxide Nutrition 0.000 claims 1
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- -1 1-diazo-2-methyl-4-nitrobenzene Chemical compound 0.000 description 1
- ARALQFYZUBVTRF-UHFFFAOYSA-N 5-diazo-6-methoxy-2-nitrocyclohexa-1,3-diene Chemical compound [N+](=O)([O-])C=1C=CC(C(C1)OC)=[N+]=[N-] ARALQFYZUBVTRF-UHFFFAOYSA-N 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 150000002168 ethanoic acid esters Chemical class 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- MGYVNHNTBRLDJH-UHFFFAOYSA-N n-(4-aminophenyl)-3-phenylprop-2-enamide Chemical compound C1=CC(N)=CC=C1NC(=O)C=CC1=CC=CC=C1 MGYVNHNTBRLDJH-UHFFFAOYSA-N 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines neuen Kondensationsproduktes. Es wurde gefunden, dass man ein neues Kondensationsprodukt, das Axylid aus Acet- essigsäum und 1-Cinnamoylamino-4-amino,- benzol der Formel
EMI0001.0009
erhält, wenn man auf 1-Cinnamoylamino- 4-aminobenzo1 Aeetessigester einwirken lässt.
Das neue Kondensationsprodukt stellt ein weissliches Pulver dar, dass in verdünnter, wäss eri@ger alkoholisoher Natronlauge mit gelblicher Farbe löslich ist. Es ist auch ein wertvolles Zwischenprodukt zur Herstellung von Farbstoffen.
Wird es nämlich auf der Faser mit 1-Diazo-2-methoxy-4-nitrobenzol oder 1-Diazo-2-methyl-4-nitrobenzol gekup pelt, so. entstehen wertvolle goldorange bezw. grunstichi.g gelbe Färbungen.
<I>Beispiel:</I> 23,8 Teile 1-Cinnamoylamina-4-amino- benzol werden in etwa 200 Teilen Chlor- benzol auf etwa <B>IN'</B> erwäarmt. Man gibt unter Rühren innert etwa einer Stunde 18 Teile Acetessigester zu.
Man kondensiert bis zur beendigten Alkoholabspaltung, d. h. etwa vier Stunden bei 128 bis <B>132',</B> lässt erkaHen und destilliert das Chlorbenzol mit Wasser dampf ab.
Das ass Rückstand verbleibende unlösliche Kondensationsprodukt wird ge- nutscht und durch Anreiben mit Alko hol, Übergiessen mit verdünnter wässeriger Natriumhydroxydlösung, Filtrieren der so erhaltenen Lösung und Fällen des Filtrates ,gereinigt.
Process for the production of a new condensation product. It has been found that a new condensation product, the axylid from Acet- acetic hem and 1-cinnamoylamino-4-amino-benzene of the formula
EMI0001.0009
obtained when 1-cinnamoylamino-4-aminobenzo1 is allowed to act on acetic acid ester.
The new condensation product is a whitish powder that is soluble in dilute, aqueous, alcoholic sodium hydroxide solution with a yellowish color. It is also a valuable intermediate in the manufacture of dyes.
If it is kup pelt on the fiber with 1-diazo-2-methoxy-4-nitrobenzene or 1-diazo-2-methyl-4-nitrobenzene, so. valuable golden orange or grunstichi.g yellow colorations.
<I> Example: </I> 23.8 parts of 1-cinnamoylamina-4-aminobenzene are heated to about <B> IN '</B> in about 200 parts of chlorobenzene. While stirring, 18 parts of acetoacetic ester are added within about an hour.
Condensation is carried out until the elimination of alcohol has ended, d. H. about four hours at 128 to <B> 132 ', </B> lets it down and distills the chlorobenzene with steam.
The insoluble condensation product remaining is filtered off with suction and purified by triturating with alcohol, pouring over dilute aqueous sodium hydroxide solution, filtering the solution thus obtained and precipitating the filtrate.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH201286T | 1937-11-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH201286A true CH201286A (en) | 1938-11-30 |
Family
ID=4442715
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH201286D CH201286A (en) | 1937-11-10 | 1937-11-10 | Process for the production of a new condensation product. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH201286A (en) |
-
1937
- 1937-11-10 CH CH201286D patent/CH201286A/en unknown
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