CH187601A - Process for the preparation of a condensation product from an o-diketone. - Google Patents
Process for the preparation of a condensation product from an o-diketone.Info
- Publication number
- CH187601A CH187601A CH187601DA CH187601A CH 187601 A CH187601 A CH 187601A CH 187601D A CH187601D A CH 187601DA CH 187601 A CH187601 A CH 187601A
- Authority
- CH
- Switzerland
- Prior art keywords
- condensation product
- diketone
- preparation
- anisidine
- heated
- Prior art date
Links
- 239000007859 condensation product Substances 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 2
- 239000002253 acid Substances 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 4
- AFPRJLBZLPBTPZ-UHFFFAOYSA-N acenaphthoquinone Chemical compound C1=CC(C(C2=O)=O)=C3C2=CC=CC3=C1 AFPRJLBZLPBTPZ-UHFFFAOYSA-N 0.000 claims description 3
- VMPITZXILSNTON-UHFFFAOYSA-N o-anisidine Chemical compound COC1=CC=CC=C1N VMPITZXILSNTON-UHFFFAOYSA-N 0.000 claims description 3
- 150000007513 acids Chemical class 0.000 claims description 2
- 125000003277 amino group Chemical group 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 2
- 239000013067 intermediate product Substances 0.000 claims description 2
- 239000011707 mineral Substances 0.000 claims description 2
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 2
- 229940127557 pharmaceutical product Drugs 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N hydrochloric acid Substances Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- BHAAPTBBJKJZER-UHFFFAOYSA-N p-anisidine Chemical compound COC1=CC=C(N)C=C1 BHAAPTBBJKJZER-UHFFFAOYSA-N 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B55/00—Azomethine dyes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/02—Ortho- or ortho- and peri-condensed systems
- C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
- C07C2603/22—Ortho- or ortho- and peri-condensed systems containing three rings containing only six-membered rings
- C07C2603/26—Phenanthrenes; Hydrogenated phenanthrenes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines Kondensationsproduktes aus einem o-Diketon. Vorliegendes Patent bezieht sich auf ein Verfahren zur Herstellung eines Konden sationsproduktes aus einem o-Diketon, da durch gekennzeichnet, dass man Acenaph- thenchinon mit o-Anisidin in Gegenwart einer Mineralsäure auf höhere Temperaturen erhitzt.
Das so erhaltene Kondensationsprodukt ist ein braunes Pulver, löst sich leicht in verdünnten. Säuren; und enthält zwei diazo- tierbare Aminogruppen. Es soll als Zwi schenprodukt zur Herstellung von Farbstof fen und pharmazeutischen Produkten Ver wendung finden.
<I>Beispiel:</I> 90 kg Acenaphthenchinon werden mit 214 kg o-Anisidin und 150 Liter 10-n-Salz- säure im Autoklaven einige Stunden auf 140 bis <B>150'</B> C erhitzt. Dann wird das erhaltene Reaktionsprodukt schwach alkalisch gestellt . und das nicht in Reaktion getretene Anisi- din mit Wasserdampf abgeblasen. Man er hält einen festen Rückstand, der sieh voll kommen in verdünnter Säure löst.
Aus der gegebenenfalls von Verunreinigungen durch Filtration .gereinigten Lösung wird durch Alkalien die neue Base als schwach bräun lich gefärbter Niederschlag gefällt. Zufolge ihrer Diazotierbarkeit kommt ihr der Cha rakter eines primären Amins zu.
Process for the preparation of a condensation product from an o-diketone. The present patent relates to a process for the production of a condensation product from an o-diketone, characterized in that acenaphthenequinone is heated to higher temperatures with o-anisidine in the presence of a mineral acid.
The condensation product thus obtained is a brown powder, easily dissolves in dilute. Acids; and contains two diazotizable amino groups. It is intended to be used as an intermediate product for the manufacture of dyes and pharmaceutical products.
<I> Example: </I> 90 kg of acenaphthenquinone are heated with 214 kg of o-anisidine and 150 liters of 10-n-hydrochloric acid in an autoclave to 140 to <B> 150 ° </B> C for a few hours. The reaction product obtained is then made slightly alkaline. and the anisidine which has not reacted is blown off with steam. He keeps a solid residue, which completely dissolves in dilute acid.
The new base is precipitated as a pale brownish colored precipitate from the solution, which may have been purified from impurities by filtration. As a result of its ability to be diazotized, it has the character of a primary amine.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH187601T | 1935-12-28 | ||
| CH184879T | 1935-12-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH187601A true CH187601A (en) | 1936-11-15 |
Family
ID=25721087
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH187601D CH187601A (en) | 1935-12-28 | 1935-12-28 | Process for the preparation of a condensation product from an o-diketone. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH187601A (en) |
-
1935
- 1935-12-28 CH CH187601D patent/CH187601A/en unknown
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