CH128901A - Process for the preparation of Bz1-Oxy-Bz3-phenylbenzanthrone sulfonic acid. - Google Patents
Process for the preparation of Bz1-Oxy-Bz3-phenylbenzanthrone sulfonic acid.Info
- Publication number
- CH128901A CH128901A CH128901DA CH128901A CH 128901 A CH128901 A CH 128901A CH 128901D A CH128901D A CH 128901DA CH 128901 A CH128901 A CH 128901A
- Authority
- CH
- Switzerland
- Prior art keywords
- oxy
- phenylbenzanthrone
- sulfonic acid
- preparation
- acid
- Prior art date
Links
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- RJGDLRCDCYRQOQ-UHFFFAOYSA-N anthrone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3CC2=C1 RJGDLRCDCYRQOQ-UHFFFAOYSA-N 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- FFRBMBIXVSCUFS-UHFFFAOYSA-N 2,4-dinitro-1-naphthol Chemical compound C1=CC=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 FFRBMBIXVSCUFS-UHFFFAOYSA-N 0.000 claims description 2
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 239000003513 alkali Substances 0.000 claims description 2
- HPLVTKYRGZZXJF-UHFFFAOYSA-N dimethyl 2-benzylidenepropanedioate Chemical compound COC(=O)C(C(=O)OC)=CC1=CC=CC=C1 HPLVTKYRGZZXJF-UHFFFAOYSA-N 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 239000002253 acid Substances 0.000 description 4
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- -1 benzal Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- ZMYJSOIMFGAQRQ-UHFFFAOYSA-N dimethyl 2-benzylpropanedioate Chemical compound COC(=O)C(C(=O)OC)CC1=CC=CC=C1 ZMYJSOIMFGAQRQ-UHFFFAOYSA-N 0.000 description 1
- MKYNHKOAYQRSBD-UHFFFAOYSA-N dioxouranium;nitric acid Chemical compound O=[U]=O.O[N+]([O-])=O.O[N+]([O-])=O MKYNHKOAYQRSBD-UHFFFAOYSA-N 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- OJURWUUOVGOHJZ-UHFFFAOYSA-N methyl 2-[(2-acetyloxyphenyl)methyl-[2-[(2-acetyloxyphenyl)methyl-(2-methoxy-2-oxoethyl)amino]ethyl]amino]acetate Chemical compound C=1C=CC=C(OC(C)=O)C=1CN(CC(=O)OC)CCN(CC(=O)OC)CC1=CC=CC=C1OC(C)=O OJURWUUOVGOHJZ-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Hydrogenated Pyridines (AREA)
Description
Verfahren zur Darstellung der Bzl-Oxy-Bz3-phenylhenzantlaronsulfosäure. Gegenstand der vorliegenden Erfindung ist ein Verfahren zur Darstellung der Bzl- Oxy-Bz3-phenylbenzantlironsulfosäure, da durch gekennzeichnet, .dass man Anthron und Benzalmalonsäuredimethylester von der fol genden Formel:
EMI0001.0008
unter Zusatz eines sauren Kondensations mittels kondensiert und das erhaltene Produkt mit Oleum behandelt.
<I>Beispiel:</I> 10 Gewichtsteile Anthronbenzylmalon- säure-dimethylester (erhalten durch Erwär men von Anthron mit BenzaImalonsäure-di- methylester bei Gegenwart von etwas Piperi- din - vergleiche Journal für praktische Chemie 97, Seite 285) werden in 100 Ge- wichtsteilen 20%igem Oleum gelöst. Die grüngelbe Lösung wird bei 100 rot und wird etwa 10 Minuten bei dieser Temperatur ge rührt. Dann giesst man die Schmelze auf Eis, stumpft die Säure mit Kreide ab, pocht auf und saugt vom Rückstand ab, der mit heissem Wasser gut gewaschen wird.
Die Lauge lie fert beim Eindampfen das gelbe Kochsalz der Sulfosäure des Bzl-Oxy-Bz3-phenylbenz- anthrons.
Die so dargestellte Bzl-Oxy-Bz3-plienyl- benzanthronsulfosäure löst sich in Wasser mit goldgelber Farbe, welche auf Zusatz von Alkali nach violetter Farbe umschlägt. Kon zentrierte Schwefelsäure löst mit roter Farbe und roter Fluoreszenz.
Process for the preparation of Bzl-Oxy-Bz3-phenylhenzantlaronsulfonic acid. The present invention relates to a process for the preparation of Bzl-oxy-Bz3-phenylbenzantlironsulfonic acid, characterized in that anthrone and dimethyl benzalmalonate are derived from the following formula:
EMI0001.0008
condensed with the addition of an acidic condensation means and treated the product obtained with oleum.
<I> Example: </I> 10 parts by weight of anthrone benzylmalonic acid dimethyl ester (obtained by heating anthrone with benzal imalonic acid dimethyl ester in the presence of a little piperidine - compare Journal for Practical Chemistry 97, page 285) are in 100 Parts by weight of 20% oleum dissolved. The green-yellow solution turns red at 100 and is stirred for about 10 minutes at this temperature. The melt is then poured onto ice, the acid is blunted with chalk, boiled and the residue is suctioned off, which is washed well with hot water.
During evaporation, the lye delivers the yellow salt of the sulfonic acid of Bzl-Oxy-Bz3-phenylbenzanthrone.
The Bzl-Oxy-Bz3-plienylbenzanthrone sulfonic acid thus prepared dissolves in water with a golden yellow color, which changes to violet color when alkali is added. Concentrated sulfuric acid dissolves with red color and red fluorescence.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE128901X | 1927-03-09 | ||
| CH127266T | 1927-04-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH128901A true CH128901A (en) | 1928-11-16 |
Family
ID=25710847
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH128901D CH128901A (en) | 1927-03-09 | 1927-04-02 | Process for the preparation of Bz1-Oxy-Bz3-phenylbenzanthrone sulfonic acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH128901A (en) |
-
1927
- 1927-04-02 CH CH128901D patent/CH128901A/en unknown
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