CH206362A - Process for the preparation of a nitrogen compound. - Google Patents
Process for the preparation of a nitrogen compound.Info
- Publication number
- CH206362A CH206362A CH206362DA CH206362A CH 206362 A CH206362 A CH 206362A CH 206362D A CH206362D A CH 206362DA CH 206362 A CH206362 A CH 206362A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- nitrogen compound
- hours
- trichlorophenyletherphenyl
- amide
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 229910017464 nitrogen compound Inorganic materials 0.000 title claims description 3
- 150000002830 nitrogen compounds Chemical class 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title description 3
- 239000007795 chemical reaction product Substances 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
- 230000000844 anti-bacterial effect Effects 0.000 claims description 2
- 239000000645 desinfectant Substances 0.000 claims description 2
- 230000000855 fungicidal effect Effects 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- NTBYINQTYWZXLH-UHFFFAOYSA-N 1,2-dichloro-4-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=C(Cl)C(Cl)=C1 NTBYINQTYWZXLH-UHFFFAOYSA-N 0.000 description 1
- HFZWRUODUSTPEG-UHFFFAOYSA-N 2,4-dichlorophenol Chemical compound OC1=CC=C(Cl)C=C1Cl HFZWRUODUSTPEG-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 229960003750 ethyl chloride Drugs 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000002828 nitro derivatives Chemical class 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C331/00—Derivatives of thiocyanic acid or of isothiocyanic acid
- C07C331/02—Thiocyanates
- C07C331/12—Thiocyanates having sulfur atoms of thiocyanate groups bound to carbon atoms of hydrocarbon radicals 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)
Description
Verfahren zur Darstellung einer Stickstoffverbindung. Gegenstand des vorliegenden Patentes ist ein Verfahren zur Darstellung einer Stick stoffverbindung, dadurch gekennzeichnet, dass man Dimethylaminoessigsäure-2,2',4'-trichlor- phenylätherphenyl-4-amid mit a,p-Chloräthy- lenrhodanid umsetzt. Das Endprodukt, ein helles, in heissem Wasser lösliches Pulver, hat gute fungicide und bactericide Eigen schaften und kann als Desinfektionsmittel verwendet werden.
<I>Beispiel:</I> 19 Teile Dimethylaminoessigsäure-2,2',4'- trichlor-phenylätherphenyl-4-amid - darge stellt durch Kondensation von 1 Mol. 3,4- Dichlornitrobenzol mit 1,2 Mol. 2,4-Dichlor- phenol bei 130-140' durch Zutropfen. einer 50 %igen Kalilauge innert 2-4 Stunden,
Erhitzen während weiteren 4-5 Stunden auf 150-1.60, Reduktion der erhaltenen Nitro- verbindung in bekannter Weise, Umsetzung des Amins mit Ohlorac;etylchlorid und Er hitzen des Reaktionsproduktes unter gutem Rühren mit 20 0joiger Dimethylaminlösung zuerst 6 Stunden bei Zimmertemperatur, dann 12-14 Stunden bei<B>70-800</B> - werden in 50 Teilen Benzol gelöst und mit 6 Teilen a"p-Chloräthylenrhodanid zur Reaktion ge bracht.
Nach 24stündigem Erhitzen unter Rückfluss wird die quaternäre Ammonium verbindung nach Entfernung des Lösungs mittels als helles Pulver erhalten, das in heissem Wasser, insbesondere-bei Zusatz von Alkohol, löslich ist.
Process for the preparation of a nitrogen compound. The subject of the present patent is a process for the preparation of a stick material compound, characterized in that dimethylaminoacetic acid-2,2 ', 4'-trichlorophenyletherphenyl-4-amide is reacted with a, p-chloroethylene rhodanide. The end product, a light-colored powder that is soluble in hot water, has good fungicidal and bactericidal properties and can be used as a disinfectant.
<I> Example: </I> 19 parts of dimethylaminoacetic acid-2,2 ', 4'-trichlorophenyletherphenyl-4-amide - represented by condensation of 1 mol. 3,4-dichloronitrobenzene with 1.2 mol. 2, 4-dichlorophenol at 130-140 'by dropwise addition. a 50% potassium hydroxide solution within 2-4 hours,
Heating for a further 4-5 hours to 150-1.60, reduction of the nitro compound obtained in a known manner, reaction of the amine with Ohlorac; ethyl chloride and heating of the reaction product with good stirring with 20% dimethylamine solution, first 6 hours at room temperature, then 12- 14 hours at <B> 70-800 </B> - are dissolved in 50 parts of benzene and reacted with 6 parts of a "p-chloroethylene rhodanide.
After heating under reflux for 24 hours, the quaternary ammonium compound is obtained after removal of the solvent as a pale powder which is soluble in hot water, especially when alcohol is added.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH723275X | 1937-12-27 | ||
| CH206362T | 1937-12-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH206362A true CH206362A (en) | 1939-07-31 |
Family
ID=25724290
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH206362D CH206362A (en) | 1937-12-27 | 1937-12-27 | Process for the preparation of a nitrogen compound. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH206362A (en) |
-
1937
- 1937-12-27 CH CH206362D patent/CH206362A/en unknown
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