CH187901A - Process for the preparation of 2-amino-1-oxynaphthalene-6-sulfonic acid. - Google Patents
Process for the preparation of 2-amino-1-oxynaphthalene-6-sulfonic acid.Info
- Publication number
- CH187901A CH187901A CH187901DA CH187901A CH 187901 A CH187901 A CH 187901A CH 187901D A CH187901D A CH 187901DA CH 187901 A CH187901 A CH 187901A
- Authority
- CH
- Switzerland
- Prior art keywords
- amino
- oxynaphthalene
- acid
- acids
- sulfonic acid
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/01—Sulfonic acids
- C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C309/45—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton
- C07C309/49—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton the carbon skeleton being further substituted by singly-bound oxygen atoms
- C07C309/50—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton the carbon skeleton being further substituted by singly-bound oxygen atoms having at least one of the sulfo groups bound to a carbon atom of a six-membered aromatic ring being part of a condensed ring system
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung von 2-Amino-l-ogynaphthalin-6-sulfonsäure. Es wurde gefunden, dass die 2-Amino-l- oxynaphthalin-6-sulfonsäure hergestellt wer den kann, wenn 2-Amino-l-oxynaphthalin- 4. 6-disulfonsäure in wässerigem Medium mit Säuren erhitzt wird.
Die 2-Amino-l-oxynaphthalin-6-sulfon- säure stellt ein farbloses Pulver dar, das in kaltem Wasser und in verdünnten Säuren ziemlich schwer löslich ist, während es sich in verdünnten Alkalien mit olivgrüner Farbe, die an der Luft allmählich dunkler wird, löst. Sie stellt ein wertvolles Zwischenprodukt zur Herstellung von Farbstoffen dar.
Als Säuren, mit denen die 2-Amino-l- oxynaphthalin-4.6-disulfonsäure in wässeri gem Medium erhitzt und dabei die sich in 4-Stellung befindende Sulfonsäuregruppedurch Wasserstoff ersetzt werden kann,, kommen anorganische Säuren sowie aromatische und hydroaromatische Säuren in Betracht;
solche Säuren sind zum Beispiel Salzsäure, Schwefel säure, Phosphorsäure, Benzol- sowie Naphtha linmono-, -di- und polysulfonsäuren, Benzol- sulfocarbonsäuren und Tetrabydronapbtbalin- sulfonsäuren. Eine besonders glatte Umsetzung lässt sich bei Verwendung von verdünnten Mineralsäuren erzielen, und von diesen eignet sich verdünnte Schwefelsäure besonders gut.
Das Erhitzen der 2-Amino-l-oxynaphtha- lin-4. 6-disulfonsäure in wässerigem Medium mit Säuren kann offen oder unter Druck, in Gegenwart oder Abwesenheit von organischen Lösungs- oder Siispensionsmitteln, wie zum Beispiel Alkohol, erfolgen.
<I>Beispiel:</I> 32 Teile 2-Amino-l-oxynaphtbalin-4.6- disulfonsäure werden in 200 Teilen Wasser gelöst; zu dieser Lösung gibt man 200 Teile konzentrierte Schwefelsäure und kocht 30 Stunden am Rückflusskühler. Hierauf lässt man erkalten, wobei die 2-Amino-l-oxyiiaph- thalin-6-sulfonsäure in kristallisierter Form ausfällt. Sie wird abfiltriert, gewaschen und getrocknet.
Process for the preparation of 2-amino-1-ogynaphthalene-6-sulfonic acid. It has been found that 2-amino-l-oxynaphthalene-6-sulfonic acid can be produced when 2-amino-1-oxynaphthalene-4, 6-disulfonic acid is heated with acids in an aqueous medium.
2-Amino-1-oxynaphthalene-6-sulfonic acid is a colorless powder which is rather sparingly soluble in cold water and in dilute acids, while in dilute alkalis it is olive-green in color, which gradually darkens in the air , solves. It is a valuable intermediate product in the manufacture of dyes.
The acids with which the 2-amino-l-oxynaphthalene-4,6-disulfonic acid can be heated in an aqueous medium and the sulfonic acid group in the 4-position can be replaced by hydrogen are inorganic acids and aromatic and hydroaromatic acids;
such acids are, for example, hydrochloric acid, sulfuric acid, phosphoric acid, benzene and naphtha linmono-, di- and polysulphonic acids, benzene sulphocarboxylic acids and tetrabydronapbtbalin sulphonic acids. A particularly smooth conversion can be achieved using dilute mineral acids, and of these, dilute sulfuric acid is particularly suitable.
Heating the 2-amino-l-oxynaphthalin-4. 6-disulfonic acid in an aqueous medium with acids can be carried out openly or under pressure, in the presence or absence of organic solvents or suspending agents, such as alcohol.
<I> Example: </I> 32 parts of 2-amino-1-oxynaphthalene-4,6-disulfonic acid are dissolved in 200 parts of water; 200 parts of concentrated sulfuric acid are added to this solution and the mixture is refluxed for 30 hours. It is then allowed to cool, with the 2-amino-1-oxyiiaphthalene-6-sulfonic acid precipitating in crystallized form. It is filtered off, washed and dried.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH181530T | 1934-12-18 | ||
CH187901T | 1934-12-18 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH187901A true CH187901A (en) | 1936-11-30 |
Family
ID=25720543
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH187901D CH187901A (en) | 1934-12-18 | 1934-12-18 | Process for the preparation of 2-amino-1-oxynaphthalene-6-sulfonic acid. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH187901A (en) |
-
1934
- 1934-12-18 CH CH187901D patent/CH187901A/en unknown
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