CH138191A - Process for the preparation of 2-oxynaphthalene-8-monosulfo-6-carboxylic acid. - Google Patents
Process for the preparation of 2-oxynaphthalene-8-monosulfo-6-carboxylic acid.Info
- Publication number
- CH138191A CH138191A CH138191DA CH138191A CH 138191 A CH138191 A CH 138191A CH 138191D A CH138191D A CH 138191DA CH 138191 A CH138191 A CH 138191A
- Authority
- CH
- Switzerland
- Prior art keywords
- oxynaphthalene
- carboxylic acid
- monosulfo
- preparation
- acid
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 4
- 230000007935 neutral effect Effects 0.000 claims description 7
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 5
- 230000002378 acidificating effect Effects 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- 150000007513 acids Chemical class 0.000 claims description 3
- 238000001914 filtration Methods 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 230000008878 coupling Effects 0.000 claims description 2
- 238000010168 coupling process Methods 0.000 claims description 2
- 238000005859 coupling reaction Methods 0.000 claims description 2
- 150000008049 diazo compounds Chemical class 0.000 claims description 2
- 159000000003 magnesium salts Chemical class 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 159000000000 sodium salts Chemical class 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- -1 alkali metal salts Chemical class 0.000 claims 1
- 235000002639 sodium chloride Nutrition 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung der 2-Ogynaphthalin-8-monosulfo-6-earbonsäure. Inn Hauptpatent ist ein Verfahren zur Darstellung der 2-Oxynaphthalin-3-mono- sulfo-6-earbonsäure beschrieben.
Es wurde nun gefunden, dass man aus dein durch Einwirkung von konzentrierter Schwefelsäure auf die 2-Oxynaphthalin-6- earbonsäaire entstehenden Gemisch von 11Iono- sulfosäuren auch die 2-Oxynaphthalin-8- icionosulfo-6-carbonsäure abscheiden kann, zum Beispiel indem man die Lösung der neu tralen Alkalisalze, nachdem das ausgeschie dene neutrale Salz der 2-Oxynaphthalin-3- monosulfo-6-carbonsä1ire durch Filtration entfernt ist, ansäuert.
Die neue 2-Oxynaphthalin-8-monosulfo- 6-earbonsäure ist ein farbloses Pulver; sie kuppelt nicht in verdünnter Sodalösung mit Diazoverbindungen von geringem Kupplungs- vermögen; sie ist gekennzeichnet durch eine starke blaue Fluoreszenz ihrer Lösungen in starken Sodalösungen und ihr schwerlösliches Nlagnesiumsalz. Das saure Natrium- saures <B><U>3</U></B> salz kristallisiert aus heissem Wasser in fei nen Nadeln.
<I>Beispiel</I> 400 Teile 2-Oxynaphthalin-6-carbonsäure werden nach und nach in 1350 Teile Schwefelsäure 66 B6 bei 40-50 einge tragen; das R.eaktiogsgemisch wird unter allmählicher Erhöhung der Temperatur auf 80 noch mehrere Stunden verrührt.
Man giesst darin die Sulfierungsschmelze in Was ser, scheidet durch Zusatz von Kochsalz die sauren Natriumsalze ab, wandelt zur Tren- nun- der dabei entstandenen 2-Oxynaphtha- lin-3-monosulfo- und -8-monosulfo-6-carbon- säuren das Gemisch mit Soda in die neutralen Salze um und dampft die neutrale Lösung bis zur Kristallhautbildung ein.
Das nach dem Erkalten abgeschiedene neutrale Di- natriumsalz der 2-Oxynaphthalin-3-mono- sulfo-6-carbonsäure wird durch Filtration entfernt und das Filtrat durch Zusatz von Salzsäure angesäuert. Die ausfallende 2-Oxy- naphthalin-8-monosulfo-6-carbönsäure wird abfiltriert, gewaschen und getrocknet.
Process for the preparation of 2-ogynaphthalene-8-monosulfo-6-carboxylic acid. The main patent describes a process for the preparation of 2-oxynaphthalene-3-monosulfo-6-carboxylic acid.
It has now been found that the 2-oxynaphthalene-8-icionosulfo-6-carboxylic acid can also be separated from the mixture of 11ionosulfonic acids formed by the action of concentrated sulfuric acid on the 2-oxynaphthalene-6-carboxylic acids, for example by the Solution of the neutral alkali salts, after the excreted neutral salt of 2-oxynaphthalene-3-monosulfo-6-carboxylic acids has been removed by filtration, acidified.
The new 2-oxynaphthalene-8-monosulfo-6-carboxylic acid is a colorless powder; it does not couple in dilute soda solution with diazo compounds of poor coupling capacity; it is characterized by a strong blue fluorescence of its solutions in strong soda solutions and its poorly soluble magnesium salt. The acidic sodium acid <B><U>3</U> </B> salt crystallizes from hot water in fine needles.
<I> Example </I> 400 parts of 2-oxynaphthalene-6-carboxylic acid are gradually added to 1350 parts of sulfuric acid 66 B6 at 40-50; the reaction mixture is stirred for several hours while gradually increasing the temperature to 80.
The sulphonation melt is poured into water, the acidic sodium salts are separated off by adding common salt, and the 2-oxynaphthalin-3-monosulpho- and -8-monosulpho-6-carboxylic acids are converted to the separating agent Mix with soda in the neutral salts and evaporate the neutral solution until a crystal skin is formed.
The neutral disodium salt of 2-oxynaphthalene-3-monosulfo-6-carboxylic acid which separates out after cooling is removed by filtration and the filtrate is acidified by adding hydrochloric acid. The 2-oxynaphthalene-8-monosulfo-6-carbonic acid which precipitates is filtered off, washed and dried.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE138191X | 1927-03-30 | ||
| CH128995T | 1927-06-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH138191A true CH138191A (en) | 1930-02-15 |
Family
ID=25711188
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH138191D CH138191A (en) | 1927-03-30 | 1928-03-22 | Process for the preparation of 2-oxynaphthalene-8-monosulfo-6-carboxylic acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH138191A (en) |
-
1928
- 1928-03-22 CH CH138191D patent/CH138191A/en unknown
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