CH186445A - Process for the preparation of an arylamide. - Google Patents
Process for the preparation of an arylamide.Info
- Publication number
- CH186445A CH186445A CH186445DA CH186445A CH 186445 A CH186445 A CH 186445A CH 186445D A CH186445D A CH 186445DA CH 186445 A CH186445 A CH 186445A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- arylamide
- toluidine
- oxynaphthalene
- weight
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 4
- RNVCVTLRINQCPJ-UHFFFAOYSA-N o-toluidine Chemical compound CC1=CC=CC=C1N RNVCVTLRINQCPJ-UHFFFAOYSA-N 0.000 claims description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 4
- 229960000583 acetic acid Drugs 0.000 claims description 2
- 239000012362 glacial acetic acid Substances 0.000 claims description 2
- 238000002844 melting Methods 0.000 claims description 2
- 230000008018 melting Effects 0.000 claims description 2
- 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
- -1 aryl amide Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 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
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-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
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 Herstellung von Farbstoffen gelangt, wenn man 5, 6, 7, 8-Tetrahydro-2-oxynaphthalin-3-carbonsäure in an sich bekannter Weise mit Hilfe von primären aromatischen Mono- oder Diaminen der isocyclischen oder heterocyclischen Reihe in die entsprechenden Arylamide überführt.
Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung eines Aryl- amides, dadurch gekennzeichnet, dass man die 5, 6, 7, 8-Tetrahydro-2-oxynaphthalin-3- carbonsäure mit o-Toluidin kondensiert.
<I>Beispiel:</I> 192 Gewichtsteile 5, 6, 7, 8-Tetrahydro- 2-o$ynaphthalin-3-carboneäui@e werden mit 120 Gewichtsteilen o-Toluidin und 1500 Ge wichtsteilen Toluol auf<B>800</B> erhitzt und inner halb einer Stunde mit 70 Gewichtsteilen Phosphortrichlorid versetzt. Nach 12stün- digem Sieden wird Soda zugegeben und das Toluol mit Wasserdampf abgeblasen. Das abgeschiedene Reaktionsprodukt wird abge- saugt und zum Entfernen des unveränderten o-Toluidins mit Salzsäure ausgekocht.
Das so erhaltene 2 (5', 6', 7', 8'-Tetra- hydronaphthalin -2'-oxy-3'-carboylamirio)-1- methylbenzol zeigt nach Umlösen aus Eis essig einen Schmelzpunkt von 1640 C, und es ist ein weisses, in wässerigen Alkalien lösliches Pulver.
Process for the preparation of an arylamide. It has been found that valuable intermediates for the preparation of dyes are obtained if 5, 6, 7, 8-tetrahydro-2-oxynaphthalene-3-carboxylic acid is used in a manner known per se with the aid of primary aromatic mono- or diamines the isocyclic or heterocyclic series converted into the corresponding arylamides.
The present patent relates to a process for the preparation of an aryl amide, characterized in that the 5, 6, 7, 8-tetrahydro-2-oxynaphthalene-3-carboxylic acid is condensed with o-toluidine.
<I> Example: </I> 192 parts by weight of 5, 6, 7, 8-tetrahydro-2-o $ ynaphthalene-3-carboneäui @ e with 120 parts by weight of o-toluidine and 1500 parts by weight of toluene to <B> 800 < / 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 separated reaction product is filtered off with suction and boiled with hydrochloric acid to remove the unchanged o-toluidine.
The 2 (5 ', 6', 7 ', 8'-tetrahydronaphthalene -2'-oxy-3'-carboylamirio) -1-methylbenzene obtained in this way has a melting point of 1640 ° C. after being dissolved from glacial acetic acid, and it is a white powder soluble in aqueous alkalis.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE186445X | 1933-12-08 | ||
| CH181804T | 1934-11-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH186445A true CH186445A (en) | 1936-09-15 |
Family
ID=25720589
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH186445D CH186445A (en) | 1933-12-08 | 1934-11-20 | Process for the preparation of an arylamide. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH186445A (en) |
-
1934
- 1934-11-20 CH CH186445D patent/CH186445A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH186445A (en) | Process for the preparation of an arylamide. | |
| CH186446A (en) | Process for the preparation of an arylamide. | |
| CH181804A (en) | Process for the preparation of an arylamide. | |
| CH187329A (en) | Process for the preparation of an arylamide. | |
| CH186444A (en) | Process for the preparation of an arylamide. | |
| CH186732A (en) | Process for the preparation of an arylamide. | |
| DE469654C (en) | Process for the preparation of urea derivatives | |
| CH170313A (en) | Process for the preparation of an oxycarbazole carboxylic acid aryl amide. | |
| CH154993A (en) | Process for the preparation of a diacylated diamine. | |
| CH170317A (en) | Process for the preparation of an oxycarbazole carboxylic acid arylamide. | |
| CH161741A (en) | Process for the production of a new condensation product. | |
| CH170314A (en) | Process for the preparation of an oxycarbazole carboxylic acid aryl amide. | |
| CH165824A (en) | Process for the preparation of an oxycarbazole carboxylic acid aryl amide. | |
| CH170312A (en) | Process for the preparation of an oxycarbazole carboxylic acid arylamide. | |
| CH161742A (en) | Process for the production of a new condensation product. | |
| CH205790A (en) | Process for the preparation of a highly substantive 2,3-oxynaphthoic acid arylide. | |
| CH161740A (en) | Process for the production of a new condensation product. | |
| CH154991A (en) | Process for the preparation of a diacylated diamine. | |
| CH161743A (en) | Process for the production of a new condensation product. | |
| CH204236A (en) | Process for the preparation of a 2,3-oxynaphthoic acid arylide. | |
| CH192753A (en) | Process for the preparation of an oxycarbazole carboxylic acid aryl amide. | |
| CH170315A (en) | Process for the preparation of an oxycarbazole carboxylic acid aryl amide. | |
| CH206094A (en) | Process for the production of an aminoarylsulfone. | |
| CH205794A (en) | Process for the preparation of a highly substantive 2,3-oxynaphthoic acid arylide. | |
| CH161739A (en) | Process for the production of a new condensation product. |