CH149890A - Process for the preparation of a substituted m-oxy-diphenylamine carboxylic acid. - Google Patents
Process for the preparation of a substituted m-oxy-diphenylamine carboxylic acid.Info
- Publication number
- CH149890A CH149890A CH149890DA CH149890A CH 149890 A CH149890 A CH 149890A CH 149890D A CH149890D A CH 149890DA CH 149890 A CH149890 A CH 149890A
- Authority
- CH
- Switzerland
- Prior art keywords
- oxy
- carboxylic acid
- substituted
- preparation
- diphenylamine
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 4
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims description 4
- 229910021578 Iron(III) chloride Inorganic materials 0.000 claims description 2
- 229960000583 acetic acid Drugs 0.000 claims description 2
- 230000001476 alcoholic effect Effects 0.000 claims description 2
- 150000001447 alkali salts Chemical class 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 239000012362 glacial acetic acid Substances 0.000 claims description 2
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 claims description 2
- 238000004519 manufacturing process Methods 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
- 238000001953 recrystallisation Methods 0.000 claims description 2
- 150000001735 carboxylic acids Chemical class 0.000 claims 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 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 Darstellung einer substituierten m-Oxy-diphenylamincarbonsäure. Vorliegendes Patent bezieht sich auf ein Verfahren zur Herstellung einer sub stituierten m - Oxydiphenylamincarbonsäure, dadurch gekennzeichnet, dass man ein Alkali salz von 3-Oxy-5-methyl-diphenylamin mit Kohlensäure unter Druck erhitzt.
Die 3-Oxy-5-methyl-diphenylaminearbon- säure ist ein gelbes Pulver, das nach dem Umkristallisieren aus Eisessig den Schmelz punkt 195 C zeigt. Ihre alkoholische Lö sung gibt mit verdünnter Eisenchloridlösung eine blaue Färbung.
Das Produkt soll als Zwischenprodukt zur Herstellung von Farbstoffen dienen. <I>Beispiel:</I> 1990 Teile 3-Oxy-5-methyl-diphenylamin werden mit 560 Teilen Kaliumhydroxyd und 3000 Teilen Wasser in einem mit Rührwerk versehenen Autoklaven in Lösung gebracht und das Wasser im Vakuum bis zur völligen Trockenheit des gebildeten Kaliumsalzes ab destilliert. Nach dem Erkalten der Reaktions masse leitet man Kohlensäure bis zu einem Druck von 10 Atmosphären ein und erhitzt auf<B>170'</B> C während zwölf Stunden. Die erkaltete Schmelze wird in heissem Wasser gelöst, filtriert und die gebildete Karbon säure mit Salzsäure gefällt.
Zur weiteren Reinigung kann dieselbe aus Soda oder Na triumacetat umgelöst werden.
Process for the preparation of a substituted m-oxy-diphenylamine carboxylic acid. The present patent relates to a process for the preparation of a substituted m - oxydiphenylamine carboxylic acid, characterized in that an alkali salt of 3-oxy-5-methyl-diphenylamine is heated with carbonic acid under pressure.
3-Oxy-5-methyl-diphenylamino-carbonic acid is a yellow powder which, after recrystallization from glacial acetic acid, has a melting point of 195 ° C. Your alcoholic solution turns blue with a dilute ferric chloride solution.
The product is intended to serve as an intermediate in the manufacture of dyes. <I> Example: </I> 1990 parts of 3-oxy-5-methyl-diphenylamine are dissolved with 560 parts of potassium hydroxide and 3000 parts of water in an autoclave equipped with a stirrer and the water is dissolved in vacuo until the potassium salt formed is completely dry distilled off. After the reaction mass has cooled down, carbonic acid is introduced up to a pressure of 10 atmospheres and heated to 170 ° C. for twelve hours. The cooled melt is dissolved in hot water, filtered and the carbonic acid formed is precipitated with hydrochloric acid.
For further cleaning, the same can be redissolved from soda or sodium acetate.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE149890X | 1929-07-02 | ||
| CH146551T | 1929-11-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH149890A true CH149890A (en) | 1931-09-30 |
Family
ID=25714894
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH149890D CH149890A (en) | 1929-07-02 | 1930-06-28 | Process for the preparation of a substituted m-oxy-diphenylamine carboxylic acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH149890A (en) |
-
1930
- 1930-06-28 CH CH149890D patent/CH149890A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH149890A (en) | Process for the preparation of a substituted m-oxy-diphenylamine carboxylic acid. | |
| CH149891A (en) | Process for the preparation of a substituted m-oxy-diphenylamine carboxylic acid. | |
| CH148353A (en) | Process for the preparation of an m-oxy-phenylarylamine carboxylic acid. | |
| CH148348A (en) | Process for the preparation of an m-oxy-phenylarylamine carboxylic acid. | |
| CH148352A (en) | Process for the preparation of an m-oxy-phenylarylamine carboxylic acid. | |
| CH148354A (en) | Process for the preparation of an m-oxy-phenylarylamine carboxylic acid. | |
| CH148344A (en) | Process for the preparation of an m-oxy-phenylarylamine carboxylic acid. | |
| CH148355A (en) | Process for the preparation of an m-oxy-phenylarylamine carboxylic acid. | |
| CH148346A (en) | Process for the preparation of an m-oxy-phenylarylamine carboxylic acid. | |
| CH148347A (en) | Process for the preparation of an m-oxy-phenylarylamine carboxylic acid. | |
| CH148351A (en) | Process for the preparation of an m-oxy-phenylarylamine carboxylic acid. | |
| CH148350A (en) | Process for the preparation of an m-oxy-phenylarylamine carboxylic acid. | |
| DE536997C (en) | Process for the preparation of 1-methyl-4-chloro-3-oxybenzene-2-carboxylic acid | |
| CH148356A (en) | Process for the preparation of an m-oxy-phenylarylamine carboxylic acid. | |
| DE559333C (en) | Process for the preparation of 1-oxyanthracene-2-carboxylic acid | |
| CH148349A (en) | Process for the preparation of an m-oxy-phenylarylamine carboxylic acid. | |
| DE525654C (en) | Process for the preparation of an o-amino-p-cresol carbonic acid | |
| CH148345A (en) | Process for the preparation of an m-oxy-phenylarylamine carboxylic acid. | |
| CH191238A (en) | Process for the preparation of 3-oxycarbazole-2-carboxylic acid. | |
| CH120257A (en) | Process for the preparation of a new oxynaphthalene carboxylic acid. | |
| CH139395A (en) | Process for the production of a sulfur dye. | |
| CH162147A (en) | Process for the preparation of a 1-oxyanthracene carboxylic acid. | |
| CH196344A (en) | Process for the preparation of 2-oxynaphthalene-3,7-dicarboxylic acid. | |
| CH120430A (en) | Process for the preparation of a new sulfur- and nitrogen-containing condensation product from the action product of chlorosulfur on a-naphthylamine. | |
| CH162349A (en) | Process for the preparation of an oxybenzolo-quinoline carboxylic acid. |