CH186444A - Process for the preparation of an arylamide. - Google Patents
Process for the preparation of an arylamide.Info
- Publication number
- CH186444A CH186444A CH186444DA CH186444A CH 186444 A CH186444 A CH 186444A CH 186444D A CH186444D A CH 186444DA CH 186444 A CH186444 A CH 186444A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- arylamide
- tetrahydro
- oxynaphthalene
- aminodiphenyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- -1 aryl amide Chemical class 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- UIIMBOGNXHQVGW-UHFFFAOYSA-N sodium;hydron;carbonate Chemical compound [Na+].OC(O)=O UIIMBOGNXHQVGW-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines Arylamides. Es wurde gefunden, dass man zu wert vollen Zwischenprodukten für die Herstel lung von Farbstoffen gelangt, 'wenn man 5. 6, 7, 8 -Tetrahydro- 2 - oxynaphthalini- 3-car- bonsäure in an sieh bekannter Weise mit Hilfe von primären aromatischen Mono- oder Diaminen der isocyclischen oder heterocycli- schen Reihe in die entsprechenden Arylamide überführt.
Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung eines Aryl- amides, dadurch gekennzeichnet, dass man 2 Mol 5,6,7,8-Tetrahydro-2-oxynaphthalin-3- carbonsäure mit 1 Mol 3,3'-Dimethyl-4,4'-di- aminodiphenyl kondensiert.
.Beispiel: 211 Gewichtsteile 5,6,7,8-Tetrahydro-2- oxynaphthalin-3-earbonsäure werden mit 106 Gewichtsteilen 3,3'-Dimethyl-4,4-di- aminodiphenyl und 1500 Gewichtsteilen To luol auf<B>80'</B> erhitzt und innerhalb einer Stunde mit 70 Gewichtsteilen Phosphortri- chlorid versetzt. Nach 12stündigem Sieden wird Soda zugegeben und das Toluol mit Wasserdampf abgeblasen.
Das abgeschiedene 3,3'-Dimethyl-4,4'-di,(5",6",7",8"-tetrahydro- 2"- oxynaphthalin- 3"- carboyl) - amino- diphe- nyl wird abgesaugt, mit Salzsäure ausge kocht und mit Wasser gewaschen. Schmelz punkt nach Umlösen aus Pyridin 298 C. Das erhaltene Produkt ist ein gelblich ge färbtes, in wässerigen Alkalien lösliches Pulver.
Process for the preparation of an arylamide. It has been found that valuable intermediates for the production of dyes can be obtained if one uses 5, 6, 7, 8-tetrahydro-2-oxynaphthaleni- 3-carboxylic acid in a manner known per se with the aid of primary aromatic Mono- or diamines of the isocyclic or heterocyclic series are converted into the corresponding aryl amides.
The present patent relates to a process for the preparation of an aryl amide, characterized in that 2 moles of 5,6,7,8-tetrahydro-2-oxynaphthalene-3-carboxylic acid are mixed with 1 mole of 3,3'-dimethyl-4, 4'-di-aminodiphenyl condensed.
Example: 211 parts by weight of 5,6,7,8-tetrahydro-2-oxynaphthalene-3-carboxylic acid are mixed with 106 parts by weight of 3,3'-dimethyl-4,4-di-aminodiphenyl and 1500 parts by weight of toluene to 80 '</B> heated and treated with 70 parts by weight of phosphorus trichloride within an hour. After boiling for 12 hours, soda is added and the toluene is blown off with steam.
The deposited 3,3'-dimethyl-4,4'-di, (5 ", 6", 7 ", 8" -tetrahydro- 2 "- oxynaphthalene- 3" - carboyl) - aminodiphenyl is suctioned off, boiled out with hydrochloric acid and washed with water. Melting point after dissolving from pyridine 298 C. The product obtained is a yellowish colored powder which is soluble in aqueous alkalis.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE186444X | 1933-12-08 | ||
| CH181804T | 1934-11-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH186444A true CH186444A (en) | 1936-09-15 |
Family
ID=25720588
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH186444D CH186444A (en) | 1933-12-08 | 1934-11-20 | Process for the preparation of an arylamide. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH186444A (en) |
-
1934
- 1934-11-20 CH CH186444D patent/CH186444A/en unknown
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