CH207656A - Process for the preparation of a new quaternary ammonium salt. - Google Patents
Process for the preparation of a new quaternary ammonium salt.Info
- Publication number
- CH207656A CH207656A CH207656DA CH207656A CH 207656 A CH207656 A CH 207656A CH 207656D A CH207656D A CH 207656DA CH 207656 A CH207656 A CH 207656A
- Authority
- CH
- Switzerland
- Prior art keywords
- quaternary ammonium
- ammonium salt
- preparation
- new
- new quaternary
- Prior art date
Links
- 150000003242 quaternary ammonium salts Chemical class 0.000 title claims description 7
- 238000000034 method Methods 0.000 title claims description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 11
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 229940050176 methyl chloride Drugs 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- FDAWBMYJDPMZIA-UHFFFAOYSA-N 2-piperidin-1-ylethylurea Chemical compound NC(=O)NCCN1CCCCC1 FDAWBMYJDPMZIA-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- VFHJXHXRXOAICI-UHFFFAOYSA-N chloromethane urea Chemical compound NC(=O)N.CCl VFHJXHXRXOAICI-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- -1 ethanol Chemical compound 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
- C07D295/125—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/13—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/28—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C275/40—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by nitrogen atoms not being part of nitro or nitroso groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Hydrogenated Pyridines (AREA)
- Plural Heterocyclic Compounds (AREA)
Description
Verfahren zur Herstellung'-eines neuen quaternären Ammoniumsalzes. Vorliegende Erfindung bezieht sich auf ein Verfahren zur Herstellung eines neuen quaternären Ammoniumsalzes, welches auch ein Monosubstitutionsprodukt des Harnstoffes ist und für TegtilbehancUunbzwecke ,geeig net ist.
Gemäss dem Verfahren nach vorliegender Erfindung erhält man das neue quaternäre Ammoniumsalz, indem man ss-Piperidyl- äthylharnstoff und Methylchlorid zusammen erhitzt.
Der ss-Piperidyläthylharnstoff und das Methylchlorid können allein oder, wenn er wünscht, in einem passenden Lösungs- oder Verdünnungsmittel, z. B. einem Alkohol wie Äthanol, erhitzt werden.
<I>Beispiel:</I> 20 Teile ss-Piperidyläthylharnstoff und 10 Teile 1Vlethylohlorid werden in 150 Teilen Äthanol aufgelöst. Das Gemisch wird in einem verschlossenen Behälter, welcher fähig ist, die entwickelten Drücke aus zuhalten, während 20 Stunden auf<B>100'</B> C er- hitzt. Das Reaktionsgemisch wird. abgekühlt, aus dem Reaktionsbehälter entfernt und das Äthanol abdestilliert. Es entstellt dabei eine blassgelbe viskose Flüssigkeit.
Das so erhaltene neue quaternäre Ammo- nium-salz, ss-Pipendyläthylharnstoff-Methyl- chlorid ist eine blassgelbe, viskose Flüssig keit. Das neue Salz ist hygroskopisch und leicht in Wasser und Äthanol löslich.
Process for the production of a new quaternary ammonium salt. The present invention relates to a process for the production of a new quaternary ammonium salt, which is also a monosubstitution product of urea and is suitable for textile treatment purposes.
According to the process of the present invention, the new quaternary ammonium salt is obtained by heating ß-piperidyl-ethylurea and methyl chloride together.
The ss-piperidylethylurea and the methyl chloride can be used alone or, if desired, in a suitable solvent or diluent, e.g. B. an alcohol such as ethanol, be heated.
<I> Example: </I> 20 parts of β-piperidylethylurea and 10 parts of 1Vlethylohlorid are dissolved in 150 parts of ethanol. The mixture is heated in a closed container, which is able to withstand the pressures developed, to <B> 100 </B> C for 20 hours. The reaction mixture will. cooled, removed from the reaction vessel and the ethanol was distilled off. It disfigures a pale yellow viscous liquid.
The new quaternary ammonium salt obtained in this way, ss-pipendylethyl urea methyl chloride, is a pale yellow, viscous liquid. The new salt is hygroscopic and easily soluble in water and ethanol.
Claims (1)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB206174X | 1937-06-11 | ||
| GB207656X | 1938-05-27 | ||
| GB270538X | 1938-05-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH207656A true CH207656A (en) | 1939-11-15 |
Family
ID=32931050
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH206174D CH206174A (en) | 1937-06-11 | 1938-06-10 | Process for the preparation of a new quaternary ammonium salt. |
| CH207656D CH207656A (en) | 1937-06-11 | 1938-06-10 | Process for the preparation of a new quaternary ammonium salt. |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH206174D CH206174A (en) | 1937-06-11 | 1938-06-10 | Process for the preparation of a new quaternary ammonium salt. |
Country Status (1)
| Country | Link |
|---|---|
| CH (2) | CH206174A (en) |
-
1938
- 1938-06-10 CH CH206174D patent/CH206174A/en unknown
- 1938-06-10 CH CH207656D patent/CH207656A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CH206174A (en) | 1939-07-31 |
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