CH226834A - Process for the preparation of a new pyridinium chloride. - Google Patents
Process for the preparation of a new pyridinium chloride.Info
- Publication number
- CH226834A CH226834A CH226834DA CH226834A CH 226834 A CH226834 A CH 226834A CH 226834D A CH226834D A CH 226834DA CH 226834 A CH226834 A CH 226834A
- Authority
- CH
- Switzerland
- Prior art keywords
- pyridinium chloride
- preparation
- new
- new pyridinium
- chloride
- Prior art date
Links
- AOJFQRQNPXYVLM-UHFFFAOYSA-N pyridin-1-ium;chloride Chemical compound [Cl-].C1=CC=[NH+]C=C1 AOJFQRQNPXYVLM-UHFFFAOYSA-N 0.000 title claims description 7
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 8
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 6
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 claims description 4
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 4
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 4
- 239000007859 condensation product Substances 0.000 claims description 3
- 238000005187 foaming Methods 0.000 claims description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 3
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 239000002904 solvent Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
Landscapes
- Pyridine Compounds (AREA)
Description
Verfahren zur Herstellung eines neuen Pyridiniumehlorids. Es wurde gefunden, dass man zu einem neuen Pyridiniumchlorid gelangt, wenn man das ätherartige Kondensationsprodukt aus f-Naphthol und Dipenten durch Behandeln mit Formaldehyd und Chlorwasserstoff in ein Chlormethylderivat überführt und an schliessend Pyridin auf das so erhaltene Chlormethylderivat einwirken lässt.
Die Umsetzung mit dem Formaldehyd und dem Chlorwasserstoff wird zweckmässig in der Wärme, z. B. bei 65-70 , vorteilhaft in Gegenwart von wässeriger konzentrierter Salzsäure, vorgenommen.
Das neue Pyridiniumchlorid bildet eine zähe Masse, die von Wasser zu einer schäu menden Lösung aufgenommen wird. Es kann als schiebefestmachendes Mittel verwendet werden.
<I>Beispiel:</I> Eine warme Lösung von 5,6 Gewichts teilen des ätherartigen Kondensationsproduk tes aus ,B-Naphthol und Dipenten (Sdp. 180 bei einem Druck von 0,5 mm) in. 8 Raum teilen Diogan wird unter schnellem Rühren zu einer 70 warmen Mischung von 2,4 Ge wichtsteilen Paraformaldehyd und 40 Raum teilen konzentrierter Salzsäure hinzugefügt. Darauf leitet man unter Rühren während 5 Stunden einen kräftigen Strom von C.hlor- wasserstoffgas bei 65-70 ein.
Man ver dünnt darauf das Umsetzungsgemisch mit Wasser, spült das abgeschiedene Reaktions produkt mit Wasser ab, nimmt dasselbe in Äther auf, trocknet mit Kalziumchlorid und destilliert das Lösungsmittel ab. Der so erhal tene Rückstand wird mit 8 Raumteilen Pyri- din während etwa 15 Minuten auf etwa 98 erwärmt. Das durch Fällen mit Petroläther abgeschiedene und von anhaftendem Lö sungsmittel befreite Pyridiniumchlorid bil det eine zähe Masse, die von Wasser zu einer schäumenden Lösung aufgenommen wird. Es besitzt eine hohe Wirksamkeit als schiebe festmachendes Mittel.
Process for the preparation of a new pyridinium chloride. It has been found that a new pyridinium chloride is obtained if the ethereal condensation product of f-naphthol and dipentene is converted into a chloromethyl derivative by treatment with formaldehyde and hydrogen chloride and then pyridine is allowed to act on the chloromethyl derivative obtained in this way.
The reaction with the formaldehyde and hydrogen chloride is conveniently carried out in the heat, e.g. B. at 65-70, advantageously in the presence of aqueous concentrated hydrochloric acid.
The new pyridinium chloride forms a viscous mass that is absorbed by water to form a foaming solution. It can be used as a slip lock.
<I> Example: </I> A warm solution of 5.6 weight divides the ethereal condensation product, B-naphthol and dipentene (bp. 180 at a pressure of 0.5 mm) in. 8 divide diogan space is divided added rapid stirring to a warm mixture of 2.4 parts by weight paraformaldehyde and 40 parts by volume of concentrated hydrochloric acid. A vigorous stream of hydrogen chloride gas at 65-70 is then passed in with stirring for 5 hours.
The reaction mixture is then diluted with water, the separated reaction product is rinsed off with water, the same is taken up in ether, dried with calcium chloride and the solvent is distilled off. The residue obtained in this way is heated to about 98 for about 15 minutes using 8 parts by volume of pyridine. The pyridinium chloride, separated by precipitation with petroleum ether and freed from adhering solvent, forms a viscous mass that is absorbed by water to form a foaming solution. It is highly effective as a sliding mooring agent.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH225357T | 1941-02-07 | ||
| CH226834T | 1941-02-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH226834A true CH226834A (en) | 1943-04-30 |
Family
ID=25726858
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH226834D CH226834A (en) | 1941-02-07 | 1941-02-07 | Process for the preparation of a new pyridinium chloride. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH226834A (en) |
-
1941
- 1941-02-07 CH CH226834D patent/CH226834A/en unknown
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