CH206907A - Process for the preparation of a quaternary amino fatty acid amide derivative. - Google Patents
Process for the preparation of a quaternary amino fatty acid amide derivative.Info
- Publication number
- CH206907A CH206907A CH206907DA CH206907A CH 206907 A CH206907 A CH 206907A CH 206907D A CH206907D A CH 206907DA CH 206907 A CH206907 A CH 206907A
- Authority
- CH
- Switzerland
- Prior art keywords
- fatty acid
- acid amide
- amino
- amide derivative
- preparation
- Prior art date
Links
- -1 amino fatty acid Chemical class 0.000 title claims description 4
- 235000014113 dietary fatty acids Nutrition 0.000 title claims description 4
- 229930195729 fatty acid Natural products 0.000 title claims description 4
- 239000000194 fatty acid Substances 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 3
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 6
- JQZAEUFPPSRDOP-UHFFFAOYSA-N 1-chloro-4-(chloromethyl)benzene Chemical compound ClCC1=CC=C(Cl)C=C1 JQZAEUFPPSRDOP-UHFFFAOYSA-N 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 239000003899 bactericide agent Substances 0.000 claims description 2
- 210000003746 feather Anatomy 0.000 claims description 2
- 239000002657 fibrous material Substances 0.000 claims description 2
- 239000000417 fungicide Substances 0.000 claims description 2
- 239000010985 leather Substances 0.000 claims description 2
- 230000000844 anti-bacterial effect Effects 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- BBUQOIDPQZFKKY-UHFFFAOYSA-N (4-aminophenyl)-(4-chlorophenyl)methanone Chemical compound C1=CC(N)=CC=C1C(=O)C1=CC=C(Cl)C=C1 BBUQOIDPQZFKKY-UHFFFAOYSA-N 0.000 description 1
- VGCXGMAHQTYDJK-UHFFFAOYSA-N Chloroacetyl chloride Chemical compound ClCC(Cl)=O VGCXGMAHQTYDJK-UHFFFAOYSA-N 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines quaternären Aminofettsäureamidderivates. Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung eines qua- ternären Aminofettsäureamidderivates, da durch gekennzeichnet, dass man Chloraceto- 4-amino 4'-chlorberizopherron, darstellbar aus 4-Amino-4'-chlorbenzophenon und Ohloracetyl- ehlorid,
mit Dimethylamin umsetzt und das erhaltene Dimethylaminoaceto-4-amino-4'- chlorbenzophenon mit 4-Chlorbenzylchlorid in die quaternäre Verbindung überführt.
Die neue Verbindung, ein weisses, in Wasser klar lösliches Pulver, eignet sich zum Schützen von Pelzwerk, Federn, Haaren, Leder, fibrösen Materialien und dergleichen vor Mottenraupen und andern Frassschädlin- gen und als fungicides und bactericides Mittel.
<I>Beispiel:</I> Zu 6,5 Teilen wässriger Dimethylamin- lösung von 33 % werden 100 Volumenteile Alkohol und 7 Teile Chloraceto-4-amino-4'- chlorbenzophenon, hergestellt aus 4-Amino- 4'-chlorbenzopherror) und Chloracetylchlorid, zugesetzt und die Mischung während 15 Stun den bei 50-601 gerührt. Hierauf werden der Alkohol und das überschüssige Dimethyl- amin mit Wasserdampf abgeblasen.
Der Rückstand wird mit Äther extrahiert, die ätherische Lösung getrocknet und das Ex traktionsmittel abdestilliert. Ausbeute: 7 Teile.
7 Teile des so erhaltenen Dimethylarrrino- aceto-4-amino-4'-chlorbenzophenons werden in 70 Volumenteilen Benzol gelöst und mit 4,3 Teilen 4-Chlorbenzylchlorid während 15 Stun den auf<B>70-800</B> C erwärmt. Die quaternäre Verbindung scheidet sich kristallinisch aus. Nach dem Abfiltrieren und Trocknen bildet die neue Verbindung ein weisses, in Wasser klar lösliches Pulver.
Process for the preparation of a quaternary amino fatty acid amide derivative. The subject of the present patent is a process for the preparation of a quaternary amino fatty acid amide derivative, characterized in that chloroaceto-4-amino 4'-chlorberizopherron, which can be prepared from 4-amino-4'-chlorobenzophenone and Ohloracetyl- ehlorid,
reacted with dimethylamine and converted the dimethylaminoaceto-4-amino-4'-chlorobenzophenone obtained with 4-chlorobenzyl chloride into the quaternary compound.
The new compound, a white powder that is clearly soluble in water, is suitable for protecting fur, feathers, hair, leather, fibrous materials and the like from moth worms and other feeding pests and as a fungicidal and bactericidal agent.
<I> Example: </I> To 6.5 parts of aqueous dimethylamine solution of 33% 100 parts by volume of alcohol and 7 parts of chloroaceto-4-amino-4'-chlorobenzophenone, made from 4-amino-4'-chlorobenzopherror) and chloroacetyl chloride, was added and the mixture was stirred at 50-601 for 15 hours. The alcohol and the excess dimethylamine are then blown off with steam.
The residue is extracted with ether, the ethereal solution is dried and the extractant is distilled off. Yield: 7 parts.
7 parts of the resulting dimethylarrrinoaceto-4-amino-4'-chlorobenzophenone are dissolved in 70 parts by volume of benzene and heated to 70-800 ° C. with 4.3 parts of 4-chlorobenzyl chloride for 15 hours. The quaternary compound separates out in crystalline form. After filtering off and drying, the new compound forms a white powder that is clearly soluble in water.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE198052X | 1935-12-23 | ||
| DE206907X | 1937-02-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH206907A true CH206907A (en) | 1939-08-31 |
Family
ID=25758415
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH206907D CH206907A (en) | 1935-12-23 | 1938-02-04 | Process for the preparation of a quaternary amino fatty acid amide derivative. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH206907A (en) |
-
1938
- 1938-02-04 CH CH206907D patent/CH206907A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH206907A (en) | Process for the preparation of a quaternary amino fatty acid amide derivative. | |
| CH206898A (en) | Process for the preparation of a quaternary amino fatty acid amide derivative. | |
| CH206900A (en) | Process for the preparation of a quaternary amino fatty acid amide derivative. | |
| CH206911A (en) | Process for the preparation of a quaternary amino fatty acid amide derivative. | |
| CH206906A (en) | Process for the preparation of a quaternary amino fatty acid amide derivative. | |
| CH206914A (en) | Process for the preparation of a quaternary amino fatty acid amide derivative. | |
| CH206899A (en) | Process for the preparation of a quaternary amino fatty acid amide derivative. | |
| CH206897A (en) | Process for the preparation of a quaternary amino fatty acid amide derivative. | |
| CH206905A (en) | Process for the preparation of a quaternary amino fatty acid amide derivative. | |
| CH206912A (en) | Process for the preparation of a quaternary amino fatty acid amide derivative. | |
| CH206910A (en) | Process for the preparation of a quaternary amino fatty acid amide derivative. | |
| CH206903A (en) | Process for the preparation of a quaternary amino fatty acid amide derivative. | |
| DE388187C (en) | Process for the preparation of basic derivatives of the aminophenol ether | |
| CH206909A (en) | Process for the preparation of a quaternary amino fatty acid amide derivative. | |
| CH210985A (en) | Process for the preparation of a quaternary aminoacetic acid amide derivative. | |
| CH206896A (en) | Process for the preparation of a quaternary amino fatty acid amide derivative. | |
| CH206904A (en) | Process for the preparation of a quaternary amino fatty acid amide derivative. | |
| CH210467A (en) | Process for the preparation of a quaternary aminoacetic acid amide derivative. | |
| CH210470A (en) | Process for the preparation of a quaternary aminoacetic acid amide derivative. | |
| CH210469A (en) | Process for the preparation of a quaternary aminoacetic acid amide derivative. | |
| CH210479A (en) | Process for the preparation of a quaternary aminoacetic acid amide derivative. | |
| CH184300A (en) | Process for the preparation of a condensation product from the a-naphthylamide of 2,3-oxynaphthoic acid and formaldehyde. | |
| CH210478A (en) | Process for the preparation of a quaternary aminoacetic acid amide derivative. | |
| CH210476A (en) | Process for the preparation of a quaternary aminoacetic acid amide derivative. | |
| CH311682A (en) | Process for the production of a new basic substituted fatty acid amide. |