CH177111A - Process for the preparation of mono-nitro-dibenzanthronyl. - Google Patents
Process for the preparation of mono-nitro-dibenzanthronyl.Info
- Publication number
- CH177111A CH177111A CH177111DA CH177111A CH 177111 A CH177111 A CH 177111A CH 177111D A CH177111D A CH 177111DA CH 177111 A CH177111 A CH 177111A
- Authority
- CH
- Switzerland
- Prior art keywords
- dibenzanthronyl
- nitro
- mono
- yellowish
- preparation
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 claims description 8
- 239000003960 organic solvent Substances 0.000 claims description 5
- ZSNLOGRWRVNZRH-UHFFFAOYSA-N 3-(7-oxobenzo[a]phenalen-3-yl)benzo[b]phenalen-7-one Chemical group C12=CC=CC(C(=O)C=3C4=CC=CC=3)=C2C4=CC=C1C1=CC=C2C3=C1C=CC=C3C(=O)C1=CC=CC=C12 ZSNLOGRWRVNZRH-UHFFFAOYSA-N 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 2
- 238000009835 boiling Methods 0.000 claims description 2
- 239000013078 crystal Substances 0.000 claims description 2
- 229910017604 nitric acid Inorganic materials 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- 230000000802 nitrating effect Effects 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 238000001256 steam distillation 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 von Kono-nitro-dibenzanthronyl. Vorliegende Erfindung betrifft ein Ver fahren zur Herstellung von Mono-nitro-di- benzanthronyl. Diese Verbindung wird erhal ten durch Nitrieren von 13, 13'-Dibenzan- thronyl in einem organischen Lösungsmittel. <I>Beispiel:</I> 15 Teile 13, 13'-Dibenzanthronyl (Bei spiel 1, Ver. St. v. A. Patent Nr. 1607491) werden zu 150 Teilen Nitrobenzol zugegeben. Darauf werden dann allmählich bei Zimmer temperatur 35 Teile Salpetersäure von 41 Brs zugegeben.
Die Masse wird unter Rühren erhitzt auf 40-451 C und bei dieser Tempera tur 4 Stunden lang gerührt. Die Nitrierungs- masse wird dann in 300 Teile Wasser ge bracht, das 30 Teile Natriumkarbonat ent hält, und durch Dampfdestillation von Nitro- benzol befreit. Das Produkt wird dann abfiltriert und mit heissem Wasser gewaschen. Alsdann kann es getrocknet werden. Die Behandlung erfolgt zweckmässig in einem Temperaturbereich, der zwischen 40 und 45 C liegt. Es kommen jedoch alle Temperaturen in Frage, die zwischen Zim mertemperatur und 90 C liegen.
Verwendet man höhere Temperaturen (über 50 C), so muss man aber die Menge des Nitrierungs- mittels genau überwachen um eine Denitrie- rung zu verhindern.
Das so erhaltene Produkt ist im wesent lichen ein Mono-nitra-dibenzanthronyl, wie sieh aus der Stickstoffanalyse ergibt. Es be steht aus einem gelblich-braunen Pulver, das in konzentrierter Schwefelsäure mit hellroter Farbe löslich ist, mit gelber Farbe ist es in den niedrig siedenden organischen Lösungs mitteln wenig löslich und leicht löslich in heissem Nitrobenzol, aus dem es in kleine gelblich-braune Kristalle umkristallisiert wer den kann.
Die Verbindung dient als Ausgangskörper zur Herstellung von Farbstoffen.
Process for the preparation of Kono-nitro-dibenzanthronyl. The present invention relates to a process for the production of mono-nitro-di- benzanthronyl. This compound is obtained by nitrating 13, 13'-dibenzanthronyl in an organic solvent. <I> Example: </I> 15 parts of 13, 13'-dibenzanthronyl (Example 1, Ver. St. v. A. Patent No. 1607491) are added to 150 parts of nitrobenzene. Then 35 parts of nitric acid of 41 Brs are gradually added at room temperature.
The mass is heated with stirring to 40-451 C and stirred at this temperature for 4 hours. The nitrating mass is then placed in 300 parts of water containing 30 parts of sodium carbonate and freed from nitrobenzene by steam distillation. The product is then filtered off and washed with hot water. It can then be dried. The treatment is expediently carried out in a temperature range between 40 and 45.degree. However, all temperatures between room temperature and 90 ° C are possible.
If higher temperatures are used (over 50 C), however, the amount of nitrating agent must be precisely monitored to prevent denitration.
The product thus obtained is essentially a mono-nitra-dibenzanthronyl, as shown by the nitrogen analysis. It consists of a yellowish-brown powder that is soluble in concentrated sulfuric acid with a light red color; with a yellow color it is sparingly soluble in the low-boiling organic solvents and easily soluble in hot nitrobenzene, from which it turns into small yellowish-brown crystals who can be recrystallized.
The compound serves as a starting body for the production of dyes.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US177111XA | 1929-10-19 | 1929-10-19 | |
| CH169686T | 1930-10-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH177111A true CH177111A (en) | 1935-05-15 |
Family
ID=25718749
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH177111D CH177111A (en) | 1929-10-19 | 1930-10-18 | Process for the preparation of mono-nitro-dibenzanthronyl. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH177111A (en) |
-
1930
- 1930-10-18 CH CH177111D patent/CH177111A/en unknown
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