CH175232A - Process for the preparation of an arylamide. - Google Patents
Process for the preparation of an arylamide.Info
- Publication number
- CH175232A CH175232A CH175232DA CH175232A CH 175232 A CH175232 A CH 175232A CH 175232D A CH175232D A CH 175232DA CH 175232 A CH175232 A CH 175232A
- Authority
- CH
- Switzerland
- Prior art keywords
- arylamide
- preparation
- naphtho
- heated
- methylthiazole
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- RNVCVTLRINQCPJ-UHFFFAOYSA-N o-toluidine Chemical compound CC1=CC=CC=C1N RNVCVTLRINQCPJ-UHFFFAOYSA-N 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 238000009833 condensation Methods 0.000 claims description 3
- 230000005494 condensation Effects 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- 239000000975 dye Substances 0.000 claims description 2
- -1 aryl amide Chemical class 0.000 claims 1
- 239000013067 intermediate product Substances 0.000 claims 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 210000003608 fece Anatomy 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
- 239000000725 suspension Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung eines Arylamids. Im Hauptpatent ist ein Verfahren zur Dar stellung eines Arylamids beschrieben, gemäss welchem 2-Phenyl-6-oxybenzothiazolcarbon- säure mit Anilin in einem Suspensions- oder Lösungsmittel in Gegenwart eines Konden sationsmittels erwärmt wird.
Es wurde nun gefunden, dass man in ana loger Weise das Arylamid des Naphtho-7'- oxy-6'-car-boxyl-(1', 2', 5, 4)-2-methylthiazols erhält, wenn man gemäss vorliegender Erfin dung das Naphtho-7'-oxy-6'-carboxyl-(1', 2', 5, 4)-2-methyltbiazol mit o-Toluidin in einem Lösungsmittel unter Zusatz eines Konden sationsmittels erwärmt.
<I>Beispiel:</I> 25,9 Teile Naphtho-7'-oxy-6'-carboxyl-(1', 2', 5, 4)-2-methylthiazol, erhalten nach dem Beispiel 2 der deutschen Patentschrift 566520, werden in 900 Teilen Toluol auf<B>60'</B> erhitzt und hierauf werden 1.1 Teile o-Toluidin zu gegeben. Bei 66-700 lässt man 6 Teile Phosphortrichlorid zulaufen, erhitzt dann etwa 8 Stunden zum Sieden bis die Salzsäureent- wicklung nachgelassen hat. Man setzt dann dem Reaktionsprodukt überschüssige Soda lösung zu und bläst das Toluol mit Wasser dampf ab.
Aus der sodaalkalischen Lösung kristallisiert beim Erkalten das Arylamid in intensiv hellen Nadeln aus.
Dem neuen Arylamid kommt die folgende Formel zu
EMI0001.0026
Es ist ein wertvolles Zwischenprodukt zur Herstellung von Farbstoffen.
Process for the preparation of an arylamide. The main patent describes a process for preparing an arylamide, according to which 2-phenyl-6-oxybenzothiazole carboxylic acid is heated with aniline in a suspension or solvent in the presence of a condensation agent.
It has now been found that the arylamide of naphtho-7'-oxy-6'-car-boxyl- (1 ', 2', 5, 4) -2-methylthiazole is obtained in an analogous manner if one according to the present invention dung the naphtho-7'-oxy-6'-carboxyl- (1 ', 2', 5, 4) -2-methyltbiazole with o-toluidine in a solvent with the addition of a condensation agent.
<I> Example: </I> 25.9 parts of naphtho-7'-oxy-6'-carboxyl- (1 ', 2', 5, 4) -2-methylthiazole, obtained according to example 2 of German patent 566520 , are heated to <B> 60 '</B> in 900 parts of toluene and then 1.1 parts of o-toluidine are added. At 66-700, 6 parts of phosphorus trichloride are allowed to run in, then heated to boiling for about 8 hours until the development of hydrochloric acid has subsided. Excess soda solution is then added to the reaction product and the toluene is blown off with steam.
When the solution cools down, the arylamide crystallizes out in intensely light-colored needles.
The new arylamide has the following formula
EMI0001.0026
It is a valuable intermediate in the manufacture of dyes.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE175232X | 1932-11-19 | ||
| CH172360T | 1933-11-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH175232A true CH175232A (en) | 1935-02-15 |
Family
ID=25719173
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH175232D CH175232A (en) | 1932-11-19 | 1933-11-18 | Process for the preparation of an arylamide. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH175232A (en) |
-
1933
- 1933-11-18 CH CH175232D patent/CH175232A/en unknown
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