CH107785A - Process for the preparation of 1: 3: 4-trichloro-b-naphthylamine. - Google Patents
Process for the preparation of 1: 3: 4-trichloro-b-naphthylamine.Info
- Publication number
- CH107785A CH107785A CH107785DA CH107785A CH 107785 A CH107785 A CH 107785A CH 107785D A CH107785D A CH 107785DA CH 107785 A CH107785 A CH 107785A
- Authority
- CH
- Switzerland
- Prior art keywords
- naphthylamine
- trichloro
- preparation
- solution
- pentachloro
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- 239000003638 chemical reducing agent Substances 0.000 claims description 2
- 230000007062 hydrolysis Effects 0.000 claims description 2
- 238000006460 hydrolysis reaction Methods 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 1
- KHCZSJXTDDHLGJ-UHFFFAOYSA-N 2,3,4,5,6-pentachloroaniline Chemical compound NC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl KHCZSJXTDDHLGJ-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 229910052979 sodium sulfide Inorganic materials 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung von 1:3:4-Trichlor-P-naphtylamin. Im Hauptpatent ist ein Verfahren be schrieben worden, nach welchem aus Okto- chlor-chlorketiminohegahydrobenzol durch Re duktionsmittel unter Vermeidung von Hydro lyse, so dass der Stickstoff im Molekül ver bleibt, Pentachloranilin dargestellt werden kann.
In ähnlicher Weise lässt sich aus Penta- chlor-p-chlorketiminotetrahydronaphtalin, wie dieses nach dem Verfahren des Schweiz. Pa tentes 105644 erhalten wird, in vorteilhafter Weise 1:3:4-Trichlor-p-naphtylamin von der Formel
EMI0001.0009
darstellen. <I>Beispiel:</I> 250 gr calciniertes Natriumsulfid werden heiss in Alkohol gelöst, hierauf wird die Lö sung filtriert und abgekühlt. Das zum Teil auskristallisierende Schwefelnatrium wird in der Lösung belassen.
Nun werden, indem man die Temperatur konstant auf<B>30'</B> C hält, 200 gr Pentachlor-ss-chlorketiminotetra- hydronaphtalin .in kleinen Portionen in die Lösung eingetragen. Nach beendeter Reaktion wird noch während einiger Zeit auf dem Wasserbad erwärmt, dann wird die Lösung mit Wasser versetzt und dadurch das Amin ausgefällt. Eventuell gleichzeitig gebildetes Naphtol bleibt in Lösung. Der Niederschlag wird abfiltriert, getrocknet und aus Benzin umkristallisiert.
Process for the preparation of 1: 3: 4-trichloro-P-naphthylamine. The main patent describes a process according to which pentachloroaniline can be prepared from octochloro-chloro-ketiminohegahydrobenzene by reducing agents while avoiding hydrolysis, so that the nitrogen remains in the molecule.
In a similar way, from pentachloro-p-chloroketiminotetrahydronaphthalene, like this one according to the Swiss method. Pa tentes 105644 is obtained, advantageously 1: 3: 4-trichloro-p-naphthylamine of the formula
EMI0001.0009
represent. <I> Example: </I> 250 grams of calcined sodium sulfide are dissolved in hot alcohol, then the solution is filtered and cooled. The sodium sulphide which partially crystallizes out is left in the solution.
Now, while keeping the temperature constant at <B> 30 '</B> C, 200 g of pentachloro-ss-chlorocetiminotetrahydronaphthalene are added in small portions to the solution. After the reaction has ended, the mixture is heated on the water bath for some time, then water is added to the solution and the amine is thereby precipitated. Any naphthol formed at the same time remains in solution. The precipitate is filtered off, dried and recrystallized from gasoline.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE107786X | 1922-06-03 | ||
| CH107393T | 1923-05-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH107785A true CH107785A (en) | 1924-11-17 |
Family
ID=25707187
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH107786D CH107786A (en) | 1922-06-03 | 1923-05-30 | Process for the preparation of 1: 3-dichloro-b-naphthylamine. |
| CH107784D CH107784A (en) | 1922-06-03 | 1923-05-30 | Process for preparing 2: 3: 4-trichloro-a-naphthylamine |
| CH107785D CH107785A (en) | 1922-06-03 | 1923-05-30 | Process for the preparation of 1: 3: 4-trichloro-b-naphthylamine. |
| CH107783D CH107783A (en) | 1922-06-03 | 1923-05-30 | Process for the preparation of 2: 3: 4: 6-tetrachloroaniline. |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH107786D CH107786A (en) | 1922-06-03 | 1923-05-30 | Process for the preparation of 1: 3-dichloro-b-naphthylamine. |
| CH107784D CH107784A (en) | 1922-06-03 | 1923-05-30 | Process for preparing 2: 3: 4-trichloro-a-naphthylamine |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH107783D CH107783A (en) | 1922-06-03 | 1923-05-30 | Process for the preparation of 2: 3: 4: 6-tetrachloroaniline. |
Country Status (1)
| Country | Link |
|---|---|
| CH (4) | CH107786A (en) |
-
1923
- 1923-05-30 CH CH107786D patent/CH107786A/en unknown
- 1923-05-30 CH CH107784D patent/CH107784A/en unknown
- 1923-05-30 CH CH107785D patent/CH107785A/en unknown
- 1923-05-30 CH CH107783D patent/CH107783A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CH107783A (en) | 1924-11-17 |
| CH107786A (en) | 1924-11-17 |
| CH107784A (en) | 1924-11-17 |
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