CH105648A - Process for the preparation of a highly chlorinated, nitrogen-containing, hydroaromatic product. - Google Patents
Process for the preparation of a highly chlorinated, nitrogen-containing, hydroaromatic product.Info
- Publication number
- CH105648A CH105648A CH105648DA CH105648A CH 105648 A CH105648 A CH 105648A CH 105648D A CH105648D A CH 105648DA CH 105648 A CH105648 A CH 105648A
- Authority
- CH
- Switzerland
- Prior art keywords
- sep
- product
- nitrogen
- preparation
- hydroaromatic
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 6
- QNRATNLHPGXHMA-XZHTYLCXSA-N (r)-(6-ethoxyquinolin-4-yl)-[(2s,4s,5r)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]methanol;hydrochloride Chemical compound Cl.C([C@H]([C@H](C1)CC)C2)CN1[C@@H]2[C@H](O)C1=CC=NC2=CC=C(OCC)C=C21 QNRATNLHPGXHMA-XZHTYLCXSA-N 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims 1
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung eines hochchlorierten, stickstoffhaltigen, hydroaromatischen Produktes. Es wurde gefunden, dass man beim Chlo rieren des salzsauren Salzes von P-Arriiiro- anthrachinon in einem irrdifferenten Suspen- sionsmittel, das keine Hydrolyse zustande kommen läfit und bei völligem Ausschluss von Feuchtigkeit zu einem hochchlorierten Produkt kommt.
das sich von einem Antlira- chinon ableitet, welches ini substituierten Kern tetrahydriert ist und das, was das Wich tigste ist, noch Stickstoff enthält. Weder diese Darstellungsmethode, noch der erhaltene Kör per selbst waren bis heute bekannt.
Das Verfahren wird erläutert durch fol gendes Beispiel.
Beispiel: 20 gr feinpulveriges, trockenes i3-Amino- antlirachinon werden in<B>600</B> cm' Chlorbenzol suspendiert und durch Einleiten von gasför miger Salzsäure in das salzsaure Salz ver wandelt. Dann wird gekühlt und Chlor ein geleitet, wobei man gegen Ende der Reaktion die Temperatur allmählich bis zum Siede punkt des Chlorbenzols steigert. Die entstan dene Lösung wird irn Vakuum eingedampft und der Rückstand mit Tetrachlorkohlenstoff versetzt. Das Reaktionsprodukt scheidet sich als Kristallbrei ab.
Der erhaltene Körper, das Pentachlor-r?- chlorketiminotetrahy droarithrachinori der For- rnel
EMI0001.0035
bildet rhombische Blättchen vom Schmelzpunkt 210 o. Analyse: Chlor berechnet 49,23 ,!o, ge funden 49,02 0%. E r soll als neues Zwischen produkt für die Farbstoffindustrie Verwen dung finden.
Process for the preparation of a highly chlorinated, nitrogen-containing, hydroaromatic product. It has been found that when the hydrochloric acid salt of P-arriiro-anthraquinone is chlorinated in an extremely different suspension medium which does not allow hydrolysis to take place, a highly chlorinated product is obtained with the complete exclusion of moisture.
which is derived from an anti-lirquinone, which is tetrahydrated in a substituted nucleus and what is most important still contains nitrogen. Neither this method of representation nor the body itself was known to this day.
The procedure is illustrated by the following example.
Example: 20 grams of finely powdered, dry 13-amino-antlirachinone are suspended in <B> 600 </B> cm 'chlorobenzene and converted into the hydrochloric acid salt by introducing gaseous hydrochloric acid. The mixture is then cooled and chlorine is passed in, the temperature being gradually increased towards the end of the reaction to the boiling point of the chlorobenzene. The resulting solution is evaporated in vacuo and carbon tetrachloride is added to the residue. The reaction product separates out as a crystal slurry.
The preserved body, the pentachlor-r? - chlorketiminotetrahy droarithrachinori the formula
EMI0001.0035
forms rhombic flakes with a melting point of 210 °. Analysis: chlorine calculated 49.23,! o, found 49.02 0%. It is intended to be used as a new intermediate product for the dye industry.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE105648X | 1922-02-23 | ||
| CH104791T | 1923-02-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH105648A true CH105648A (en) | 1924-07-01 |
Family
ID=25706730
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH105648D CH105648A (en) | 1922-02-23 | 1923-02-21 | Process for the preparation of a highly chlorinated, nitrogen-containing, hydroaromatic product. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH105648A (en) |
-
1923
- 1923-02-21 CH CH105648D patent/CH105648A/en unknown
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