CH215336A - Process for the preparation of an aminoarylsulfoxide. - Google Patents
Process for the preparation of an aminoarylsulfoxide.Info
- Publication number
- CH215336A CH215336A CH215336DA CH215336A CH 215336 A CH215336 A CH 215336A CH 215336D A CH215336D A CH 215336DA CH 215336 A CH215336 A CH 215336A
- Authority
- CH
- Switzerland
- Prior art keywords
- sulfoxide
- preparation
- aminoarylsulfoxide
- methylamine
- tolulene
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 3
- KJGYFISADIZFEL-UHFFFAOYSA-N 1-chloro-4-(4-chlorophenyl)sulfinylbenzene Chemical compound C1=CC(Cl)=CC=C1S(=O)C1=CC=C(Cl)C=C1 KJGYFISADIZFEL-UHFFFAOYSA-N 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- -1 aminoaryl sulfoxide Chemical class 0.000 claims description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- 238000002844 melting Methods 0.000 claims description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims description 2
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 2
- 150000003462 sulfoxides Chemical class 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000005751 Copper oxide Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- QPLDLSVMHZLSFG-UHFFFAOYSA-N copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 description 1
- 229910000431 copper oxide Inorganic materials 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Description
Verfahren zur Herstellung eines Aminoarylsnlfogydes. Vorliegendes Patent bezieht sich auf ein Verfahren zur Herstellung eines Aminoaryl- sulfoxydes, dadurch gekennzeichnet, dass man 4,4'-Dichlordiphenylsulfoxyd mit Methylamin umsetzt.
Das so erhaltene, bisher noch nicht be kannte 4,4'-Di-methylaminodiphenylsulfoxyd kristallisiert aus Tolulol in farblosen Nadeln vom Schmelzpunkt 149' C; es ist in Alkohol leicht, in aromatischen Kohlenwasserstoffen schwerer löslich und soll als Zwischenprodukt zur Herstellung von Farbstoffen und pharma zeutischen Produkten Verwendung finden.
Beispiel: 100 Teile 4,4'-Dichlordiphenylsulfoxyd werden mit 800 Teilen einer 30 /oigen wäs serigen 3lethylaminlösung unter Zusatz von etwas Kupfer und Kupferoxydul 30 Stunden auf<B>170</B> C erhitzt. Nach dem Erkalten saugt man das Reaktionsprodukt ab und wäscht mit Wasser. Durch Lösen in 3,5 o/oiger Salz- säure und Wiederfällen mit Natronlauge wird es von etwa noch vorhandenem Ausgangs material befreit.
Process for the preparation of an aminoarylsnlfogydes. The present patent relates to a process for the preparation of an aminoaryl sulfoxide, characterized in that 4,4'-dichlorodiphenyl sulfoxide is reacted with methylamine.
The 4,4'-dimethylaminodiphenylsulfoxide obtained in this way, not previously known, crystallizes from tolulene in colorless needles with a melting point of 149 ° C .; it is easily soluble in alcohol, sparingly soluble in aromatic hydrocarbons and is intended to be used as an intermediate in the manufacture of dyes and pharmaceutical products.
Example: 100 parts of 4,4'-dichlorodiphenylsulfoxide are heated to <B> 170 </B> C for 30 hours with 800 parts of a 30% aqueous 3-methylamine solution with the addition of some copper and copper oxide. After cooling, the reaction product is filtered off with suction and washed with water. It is freed from any starting material that may still be present by dissolving it in 3.5% hydrochloric acid and reprecipitating it with sodium hydroxide solution.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE215336X | 1937-12-30 | ||
| CH209640T | 1938-12-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH215336A true CH215336A (en) | 1941-06-15 |
Family
ID=25724742
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH215336D CH215336A (en) | 1937-12-30 | 1938-12-27 | Process for the preparation of an aminoarylsulfoxide. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH215336A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2560192A1 (en) * | 1984-02-29 | 1985-08-30 | Richter Gedeon Vegyeszet | NITRAMINODIARYL SULFOXIDE DERIVATIVES, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS AND PESTICIDES CONTAINING SAME |
-
1938
- 1938-12-27 CH CH215336D patent/CH215336A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2560192A1 (en) * | 1984-02-29 | 1985-08-30 | Richter Gedeon Vegyeszet | NITRAMINODIARYL SULFOXIDE DERIVATIVES, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS AND PESTICIDES CONTAINING SAME |
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