CH143281A - Process for the preparation of a p-oxyaryl-B-naphthylamino-carboxylic acid. - Google Patents
Process for the preparation of a p-oxyaryl-B-naphthylamino-carboxylic acid.Info
- Publication number
- CH143281A CH143281A CH143281DA CH143281A CH 143281 A CH143281 A CH 143281A CH 143281D A CH143281D A CH 143281DA CH 143281 A CH143281 A CH 143281A
- Authority
- CH
- Switzerland
- Prior art keywords
- carboxylic acid
- preparation
- oxy
- oxyaryl
- naphthylamino
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims description 3
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 2
- 230000001476 alcoholic effect Effects 0.000 claims description 2
- 150000001447 alkali salts Chemical class 0.000 claims description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 2
- FBAFATDZDUQKNH-UHFFFAOYSA-M iron chloride Chemical compound [Cl-].[Fe] FBAFATDZDUQKNH-UHFFFAOYSA-M 0.000 claims description 2
- 238000002844 melting Methods 0.000 claims description 2
- 230000008018 melting Effects 0.000 claims description 2
- 239000008096 xylene Substances 0.000 claims description 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 230000001376 precipitating effect Effects 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 235000011118 potassium hydroxide Nutrition 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung einer p-Ogyaryl-ss-naplitliylainino-earbonsäure. Vorliegendes Patent bezieht sich auf ein Zerfahren zur Darstellung der 2-(4'-Oxy- 3' - methyl - phenylamino) - naphthalin - 5'- carbonsäure der Formel:
EMI0001.0010
dadurch gekennzeichnet, dass man ein Al kalisalz des 2 - (4'- Oxy - 3'- phenylamino)- naphthalins unter Druck mit Kohlensäure auf höhere Temperaturen erhitzt.
Die so erhaltene neue Carbonsäure stellt aus Toluol oder Xylol umkristallisiert gelbe Nadeln vom Schmelzpunkt 214-215 dar. Ihre alkoholische Lösung zeigt bei Zusatz von Eisenehlorid eine kirschrote Farbe.
Das Produkt soll als Zwischenprodukt zur Herstellung von Farbstoffen verwendet wer- clen. Beispiel: 249 Teile 2-(4'-Oxy-3'-methyl-phenyl- amino)-naphtha.lin werden mit 66 Teilerz Ätzkali 83%ig in 750 Teilen Wasser ge löst. Die so erhaltene Lösung wird im Va kuum getrocknet und die Masse nach dem Erkalten mit Kohlensäure unter allmählicher Steigerung des Druckes auf 25 Atm. ge sättigt, langsam bis auf 170 erhitzt und bei dieser Temperatur während 12 Stunden belassen.
Die Aufarbeitung der erkalteten Masse erfolgt durch Lösen in Wasser, Fil trieren und Fällen mit verdünnter Salzsäure. Die erhaltene Rohsäure kann durch Lösen in verdünntem essigsauren Natron und noch maliges Fällen gereinigt werden.
Process for the preparation of a p-ogyaryl-ss-naplitliylainino-carboxylic acid. The present patent relates to a process for the preparation of 2- (4'-oxy- 3 '- methyl - phenylamino) - naphthalene - 5'-carboxylic acid of the formula:
EMI0001.0010
characterized in that an alkali salt of 2 - (4'-oxy - 3'-phenylamino) - naphthalene is heated to higher temperatures under pressure with carbonic acid.
The new carboxylic acid obtained in this way is yellow needles recrystallized from toluene or xylene with a melting point of 214-215. When iron chloride is added, its alcoholic solution has a cherry-red color.
The product is intended to be used as an intermediate in the manufacture of dyes. Example: 249 parts of 2- (4'-oxy-3'-methyl-phenyl-amino) -naphtha.lin are dissolved with 66 parts of 83% caustic potash in 750 parts of water. The solution thus obtained is dried in vacuo and the mass after cooling with carbonic acid while gradually increasing the pressure to 25 atm. ge saturated, slowly heated to 170 and left at this temperature for 12 hours.
The cold mass is worked up by dissolving in water, filtering and precipitating with dilute hydrochloric acid. The crude acid obtained can be purified by dissolving it in dilute sodium acetate and precipitating it again.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE670852X | 1928-03-06 | ||
| CH141533T | 1929-03-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH143281A true CH143281A (en) | 1930-10-31 |
Family
ID=25713779
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH143280D CH143280A (en) | 1928-03-06 | 1929-03-05 | Process for the preparation of a p-oxyaryl-B-naphthylamino-carboxylic acid. |
| CH143281D CH143281A (en) | 1928-03-06 | 1929-03-05 | Process for the preparation of a p-oxyaryl-B-naphthylamino-carboxylic acid. |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH143280D CH143280A (en) | 1928-03-06 | 1929-03-05 | Process for the preparation of a p-oxyaryl-B-naphthylamino-carboxylic acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (2) | CH143280A (en) |
-
1929
- 1929-03-05 CH CH143280D patent/CH143280A/en unknown
- 1929-03-05 CH CH143281D patent/CH143281A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CH143280A (en) | 1930-10-31 |
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