CH128124A - Process for the preparation of the Bz1-oxybenzanthrone. - Google Patents
Process for the preparation of the Bz1-oxybenzanthrone.Info
- Publication number
- CH128124A CH128124A CH128124DA CH128124A CH 128124 A CH128124 A CH 128124A CH 128124D A CH128124D A CH 128124DA CH 128124 A CH128124 A CH 128124A
- Authority
- CH
- Switzerland
- Prior art keywords
- oxybenzanthrone
- red
- sulfuric acid
- preparation
- concentrated sulfuric
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- ZYECOAILUNWEAL-NUDFZHEQSA-N (4z)-4-[[2-methoxy-5-(phenylcarbamoyl)phenyl]hydrazinylidene]-n-(3-nitrophenyl)-3-oxonaphthalene-2-carboxamide Chemical compound COC1=CC=C(C(=O)NC=2C=CC=CC=2)C=C1N\N=C(C1=CC=CC=C1C=1)/C(=O)C=1C(=O)NC1=CC=CC([N+]([O-])=O)=C1 ZYECOAILUNWEAL-NUDFZHEQSA-N 0.000 claims description 3
- RJGDLRCDCYRQOQ-UHFFFAOYSA-N anthrone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3CC2=C1 RJGDLRCDCYRQOQ-UHFFFAOYSA-N 0.000 claims description 3
- 238000009833 condensation Methods 0.000 claims description 3
- 230000005494 condensation Effects 0.000 claims description 3
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 239000003513 alkali Substances 0.000 claims description 2
- 238000009835 boiling Methods 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 150000008064 anhydrides Chemical class 0.000 claims 1
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 6
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung des Bzl.-Ogybenzanthrons. Gegenstand der vorliegenden Erfindung ist ein Verfahren zur Darstellung .des Bzl- Oxybenzanthrons, dadurch gekennzeichnet, dass man Anthron und Maleinsäureanhydrid der folgenden Formel
EMI0001.0008
kondensiert, wobei mindestens ein Teil der Kondensation unter Zusatz eines sauren Kondensationsmittels stattfindet.
<I>Beispiel:</I> 194 Gewichtsteile Anthron werden ge schmolzen und bei ungefähr<B>160'</B> 100 Ge wichtsteile Maleinsäureanliydrid eingetragen. Die eintretende Reaktion ist an -der Tem peraturerhöhung erkenntlich. Man erhitzt einige Minuten auf 240', verdünnt die Schmelze mit 600 Volumenteilen heissem Ni- trobenzol und lässt erkalten. Das gebildete Kondensationsprodukt der Formel
EMI0001.0015
kristallisiert in farblosen, grossen, flachen Prismen vom F. P. 215 aus.
100 Gewichtsteile der so erhaltenen Zwi schenverbindung werden in 1000 Volumen teilen Nitrobenzol suspendiert und 200 -Ge wichtsteile gepulvertes, trockenes Alumi niumchlorid zugesetzt. Die Lösung wird all mählich auf dem Wasserbad erwärmt, bis sie eine tief rotviolette Farbe angenommen hat, was nach kurzer Zeit der Fall ist. Dann wird Wasser zugesetzt und das Nitrobenzol mit Dampf abgeblasen. Man erhält so das Bz1-Oxybenzanthron in Form rotbrauner Flocken, welche sich in wässerigem Alkali, sowie in konzentrierter Schwefelsäure mit rotvioletter Farbe lösen. Die Lösung in konzentrierter Schwefelsäure zeigt eine kräftige rote Fluoreszenz.
Aus hochsiedenden Lösungsmitteln kristallisiert das Bzl-Oxybenzanthron in rotorangen Nä- delchen vom F. P.<B>3170.</B>
Procedure for the representation of the Bzl.-Ogybenzanthrons. The present invention relates to a process for preparing .des Bzl-oxybenzanthrone, characterized in that anthrone and maleic anhydride of the following formula
EMI0001.0008
condensed, at least part of the condensation taking place with the addition of an acidic condensing agent.
<I> Example: </I> 194 parts by weight of anthrone are melted and at around <B> 160 '</B> 100 parts by weight of maleic anhydride are added. The reaction that occurs can be recognized by the temperature increase. The mixture is heated to 240 ° for a few minutes, the melt is diluted with 600 parts by volume of hot nitrobenzene and allowed to cool. The formed condensation product of the formula
EMI0001.0015
crystallizes in colorless, large, flat prisms from F. P. 215.
100 parts by weight of the inter mediate compound thus obtained are suspended in 1000 parts by volume of nitrobenzene and 200 parts by weight of powdered, dry aluminum chloride are added. The solution is gradually warmed up on the water bath until it has turned a deep red-violet color, which is the case after a short time. Then water is added and the nitrobenzene is blown off with steam. The Bz1-oxybenzanthrone is thus obtained in the form of red-brown flakes, which dissolve in aqueous alkali and in concentrated sulfuric acid with a red-violet color. The solution in concentrated sulfuric acid shows a strong red fluorescence.
Bzl-oxybenzanthrone crystallizes in red-orange needles from F. P. <B> 3170. </B> from high-boiling solvents
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE128124X | 1926-09-10 | ||
| CH127266T | 1927-04-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH128124A true CH128124A (en) | 1928-10-01 |
Family
ID=25710840
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH128124D CH128124A (en) | 1926-09-10 | 1927-04-02 | Process for the preparation of the Bz1-oxybenzanthrone. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH128124A (en) |
-
1927
- 1927-04-02 CH CH128124D patent/CH128124A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH128124A (en) | Process for the preparation of the Bz1-oxybenzanthrone. | |
| CH128126A (en) | Process for the preparation of Bz1-oxybenzanthrone. | |
| CH128125A (en) | Process for the preparation of Bz1-oxybenzanthrone. | |
| CH128901A (en) | Process for the preparation of Bz1-Oxy-Bz3-phenylbenzanthrone sulfonic acid. | |
| CH128117A (en) | Process for the preparation of Bz1-ethyl-Bz2-methylbenzanthrone. | |
| CH105852A (en) | Process for the preparation of a vat dye. | |
| CH131509A (en) | Process for the preparation of a condensation product presumably consisting of 1.B-oxyäthylamino-5.B-oxyäthylaminoanthraquinone. | |
| CH157657A (en) | Process for the production of a new condensation product. | |
| CH175897A (en) | Process for the preparation of an acidic triphenylmethane dye. | |
| CH136545A (en) | Process for the preparation of the benzimidazole of 1,2-benzanthraquinone peridicarboxylic acid. | |
| CH200539A (en) | Process for the production of a vat dye. | |
| CH282628A (en) | Process for the preparation of an indolyl-diphenylmethane dye. | |
| CH128900A (en) | Process for the preparation of Bz1-Oxy-Bz2-acetylbenzanthrone. | |
| CH168022A (en) | Process for the production of a vat dye. | |
| CH135117A (en) | Process for the production of a violet vat dye of the 2-thionaphthene-2'-indolindigo series. | |
| CH128121A (en) | Process for the preparation of the Bz1-phenyl-Bz3-methylbenzanthrone. | |
| CH100390A (en) | Process for the preparation of a dye. | |
| CH135151A (en) | Process for the preparation of a violet vat dye of the 2-thionaphthene-2'-indolindigo series. | |
| CH139364A (en) | Process for the preparation of a descendant of the pyrazolanthrone. | |
| CH128118A (en) | Process for the preparation of Bz1-Bz3-diphenylbenzanthrone. | |
| CH135127A (en) | Process for the production of a violet vat dye of the 2-thionaphthene-2'-indolindigo series. | |
| CH168922A (en) | Process for the preparation of a 1-amino-10-anthrone. | |
| CH147047A (en) | Process for the preparation of a derivative of 3.4.8.9-dibenzpyrene-5.10-quinone. | |
| CH175896A (en) | Process for the preparation of an acidic triphenylmethane dye. | |
| CH135126A (en) | Process for the production of a violet vat dye of the 2-thionaphthene-2'-indolindigo series. |