CH147660A - Process for the preparation of a basic product. - Google Patents
Process for the preparation of a basic product.Info
- Publication number
- CH147660A CH147660A CH147660DA CH147660A CH 147660 A CH147660 A CH 147660A CH 147660D A CH147660D A CH 147660DA CH 147660 A CH147660 A CH 147660A
- Authority
- CH
- Switzerland
- Prior art keywords
- melting point
- preparation
- basic product
- salts
- soluble
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 3
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims description 6
- 238000002844 melting Methods 0.000 claims description 6
- 230000008018 melting Effects 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 4
- 235000021314 Palmitic acid Nutrition 0.000 claims description 3
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 150000003931 anilides Chemical class 0.000 claims description 2
- 239000003995 emulsifying agent Substances 0.000 claims description 2
- 238000005187 foaming Methods 0.000 claims description 2
- ACXCKRZOISAYHH-UHFFFAOYSA-N molecular chlorine hydrate Chemical compound O.ClCl ACXCKRZOISAYHH-UHFFFAOYSA-N 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 230000001225 therapeutic effect Effects 0.000 claims description 2
- ARBOVOVUTSQWSS-UHFFFAOYSA-N hexadecanoyl chloride Chemical compound CCCCCCCCCCCCCCCC(Cl)=O ARBOVOVUTSQWSS-UHFFFAOYSA-N 0.000 claims 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Natural products CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 1
- XLSMFKSTNGKWQX-UHFFFAOYSA-N hydroxyacetone Chemical compound CC(=O)CO XLSMFKSTNGKWQX-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung eines basischen Produktes. In der Hauptanmeldung wurde ein Ver fahren zur Gewinnung eines wertvollen ba sischen Produktes durch Umsetzung von Ver bindungen, die das Radikal der Ölsäure ent halten, wie Ölsäure beziehungsweise deren Chlorid, Amid, Anhydrid oder Ester mit p- @-Diäthylaminoäthoxyanilin beschrieben.
Es wurde nun gefunden, dass man zu einem Produkt mit ähnlichen Eigenschaften gelangt, wenn man in gleicher Weise Ver bindungen, die das Radikal der Palmitinsäure enthalten, wie Palmitinsäure selbst beziehungs weise deren Chlorid, Amid, Anhydrid oder Ester mit dem p-p-Diäthylaminoäthoxyanilin umsetzt.
Das so erhaltene p-p-Diäthylaminoäthoxy- palmitinsäureanilid stellt weisse verfilzte Na deln vom Schmelzpunkt<B>821</B> dar. Es ist in Wasser unlöslich, in organischen Lösungs mitteln löslich. In Form seiner Salze ist es wasserlöslich. Das Chlorhydrat kristallisiert in farblosen Blättchen vom Schmelzpunkt 108-1110. Die neue Verbindung besitzt in Form ihrer Salze grosse Schaumkraft und soll als Emulgator in der Kautschuktechnik, ferner als Lösungsvermittler und ebenfalls zu the rapeutischen Zwecken verwandt werden.
<I>Beispiel:</I> 20,8 gr p-p-Diäthylaminoätlroxyanilin wer den mit 200 cm' Aceton vermischt und eine Lösung von 27.4 gr Palmintinsäurechlorid in 30 cm,' Aceton allmählich zugegeben. Nach dem Erkalten wird abgesaugt. Das erhaltene Chlorhydrat in Form farbloser Blättchen be sitzt den Schmelzpunkt 108-1110. Mit Al kali wird die Base erhalten, aus Aceton-Al- kohol weisse verfilzte Nadeln vom Schmelz punkt 82 .
Process for the preparation of a basic product. In the main application, a process was described for obtaining a valuable basic product by reacting compounds containing the radical of oleic acid, such as oleic acid or its chloride, amide, anhydride or ester with p- @ -diethylaminoethoxyaniline.
It has now been found that one arrives at a product with similar properties if one reacts in the same way Ver compounds that contain the radical of palmitic acid, such as palmitic acid itself or its chloride, amide, anhydride or ester with the p-p-diethylaminoethoxyaniline.
The p-p-diethylaminoethoxypalmitic anilide obtained in this way is white matted needles with a melting point of 821. It is insoluble in water and soluble in organic solvents. In the form of its salts it is soluble in water. The chlorine hydrate crystallizes in colorless flakes with a melting point of 108-1110. In the form of its salts, the new compound has great foaming power and is intended to be used as an emulsifier in rubber technology, as a solubilizer and also for therapeutic purposes.
<I> Example: </I> 20.8 g of p-p-diethylaminoethyl oxyaniline are mixed with 200 cm of acetone and a solution of 27.4 g of palmintinic acid chloride in 30 cm of acetone is gradually added. After cooling, it is suctioned off. The resulting chlorohydrate in the form of colorless leaflets has a melting point of 108-1110. The base is obtained with alkali, and white matted needles with a melting point of 82 are obtained from acetone alcohol.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE147660X | 1928-08-13 | ||
| CH144301T | 1930-06-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH147660A true CH147660A (en) | 1931-06-15 |
Family
ID=25714447
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH147660D CH147660A (en) | 1928-08-13 | 1929-07-22 | Process for the preparation of a basic product. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH147660A (en) |
-
1929
- 1929-07-22 CH CH147660D patent/CH147660A/en unknown
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