CH192576A - Process for the preparation of a new oxycarboxylic acid. - Google Patents
Process for the preparation of a new oxycarboxylic acid.Info
- Publication number
- CH192576A CH192576A CH192576DA CH192576A CH 192576 A CH192576 A CH 192576A CH 192576D A CH192576D A CH 192576DA CH 192576 A CH192576 A CH 192576A
- Authority
- CH
- Switzerland
- Prior art keywords
- new
- preparation
- oxycarboxylic acid
- acid
- dyes
- Prior art date
Links
- 239000002253 acid Substances 0.000 title claims description 8
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 6
- 150000001447 alkali salts Chemical class 0.000 claims description 4
- 239000000987 azo dye Substances 0.000 claims description 3
- 239000001569 carbon dioxide Substances 0.000 claims description 3
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 3
- 239000000975 dye Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 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
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- HBEDSQVIWPRPAY-UHFFFAOYSA-N 2,3-dihydrobenzofuran Chemical class C1=CC=C2OCCC2=C1 HBEDSQVIWPRPAY-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 229940072033 potash Drugs 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 235000015320 potassium carbonate Nutrition 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 Darstellung einer neuen Ogycarbonsäure. Es wurde gefunden, dass man beim Er hitzen der Alkalisalze von Oxykörpern der Cumaranreihe, die der allgemeinen Formel
EMI0001.0005
entsprechen, in der ein X für die OH-Gruppe und die drei andern X für Wasserstoffatome stehen, bezw. der Alkalisalze von entspre chenden Homologen dieser Oxykörper mit Kohlendioxyd zu neuen o-Oxycarbonsäuren gelangt.
Diese sollen als Zwischenprodukte für die Herstellung von Farbstoffen, insbe sondere von Azofarbstoffen, Verwendung finden.
Vorliegendes Patent bezieht sich auf ein Verfahren zur Darstellung einer neuen Oxy- carbonsäure, welches dadurch gekennzeichnet ist, dass man ein Alkalisalz des 5-Oxy- cumarans mit Kohlendioxyd erhitzt.
Die so erhaltene, bisher unbekannte 5- Oxycumarancarbonsäure kristallisiert aus Monochlorbenzol in farblosen Nadeln vom Schmelzpunkt 203-205 und erweist sich anhand der Farbreaktion mit Eisenchlorid als eine o-Oxycarbonsäure. Sie soll als Zwi schenprodukt für die Herstellung von Farb stoffen, insbesondere von Azofarbstoffen Verwendung finden. <I>Beispiel:
</I> 50 Teile 5-Oxycumaran werden mit 120 Teilen Pottasche im Rührautoklaven im Vakuum bei 120' C zur Trockne gebracht und anschliessend unter Kohlensäuredruck auf 110 bis<B>130'</B> C während mehreren Stun- .den erhitzt. Das Reaktionsprodukt wird in Wasser gelöst, gegebenenfalls von Verun reinigungen abfiltriert, das Filtrat mit Salz- säure ausgefällt, abgesaugt und ausge waschen. Der Rückstand wird sodann mit wässeriger Acetatlösung erwärmt, die ge gebenenfalls filtrierte Lösung mit Säuren ausgefällt, abgesaugt und getrocknet.
Process for the preparation of a new ogycarboxylic acid. It has been found that when heating the alkali salts of oxy bodies of the coumaran series, those of the general formula
EMI0001.0005
correspond, in which one X stands for the OH group and the three other X for hydrogen atoms, respectively. the alkali salts of corresponding homologues of these oxy bodies with carbon dioxide to give new o-oxycarboxylic acids.
These should be used as intermediates for the production of dyes, in particular special azo dyes.
The present patent relates to a process for the preparation of a new oxycarboxylic acid, which is characterized in that an alkali salt of 5-oxycoumaran is heated with carbon dioxide.
The previously unknown 5-oxycoumaran carboxylic acid obtained in this way crystallizes from monochlorobenzene in colorless needles with a melting point of 203-205 and proves to be an o-oxycarboxylic acid based on the color reaction with iron chloride. It should be used as an inter mediate product for the production of dyes, especially azo dyes. <I> example:
50 parts of 5-oxycoumaran are brought to dryness with 120 parts of potash in a stirred autoclave in vacuo at 120 ° C. and then heated under carbonic acid pressure to 110 to 130 ° C. for several hours. The reaction product is dissolved in water, any impurities are filtered off, the filtrate is precipitated with hydrochloric acid, filtered off with suction and washed out. The residue is then heated with aqueous acetate solution, the optionally filtered solution is precipitated with acids, filtered off with suction and dried.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE192576X | 1935-05-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH192576A true CH192576A (en) | 1937-08-31 |
Family
ID=5734706
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH192576D CH192576A (en) | 1935-05-24 | 1936-05-15 | Process for the preparation of a new oxycarboxylic acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH192576A (en) |
-
1936
- 1936-05-15 CH CH192576D patent/CH192576A/en unknown
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