CH220932A - Process for the preparation of 6-bromo-2-oxynapthalene-4-sulfonic acid. - Google Patents
Process for the preparation of 6-bromo-2-oxynapthalene-4-sulfonic acid.Info
- Publication number
- CH220932A CH220932A CH220932DA CH220932A CH 220932 A CH220932 A CH 220932A CH 220932D A CH220932D A CH 220932DA CH 220932 A CH220932 A CH 220932A
- Authority
- CH
- Switzerland
- Prior art keywords
- bromo
- sulfonic acid
- preparation
- oxynapthalene
- ogynaphthalene
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 2
- 239000012670 alkaline solution Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 2
- 239000000987 azo dye Substances 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 239000008121 dextrose Substances 0.000 claims 1
- 239000013067 intermediate product Substances 0.000 claims 1
- 239000000243 solution Substances 0.000 description 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 241000219094 Vitaceae Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- -1 aryl sulfo ester Chemical class 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 235000021021 grapes Nutrition 0.000 description 1
- XONPDZSGENTBNJ-UHFFFAOYSA-N molecular hydrogen;sodium Chemical compound [Na].[H][H] XONPDZSGENTBNJ-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung von 6-Brom-2-oaynapthalin-4-sulfonsäure. Nach dem im Hauptpatent beschriebenen Verfahren erhält man 2-Ogynaphthalin-4-sul- fonsäure, wenn man auf diazotierte 1-Amino- 2-ogynaphthalin-4-sulfonsäure in alkalischer Lösung Traubenzucker einwirken lässt.
Wie nun weiter gefunden wurde, erhält man die bereits bekannte 6-Brom-2-ogynaph- thalin-4-sulfonsäure, wenn man auf diazo- tiertes 6-Brom-l-amino-2-ogynaphthalin-4- sulfonsäure in alkalischer Lösung Trauben zucker einwirken lässt.
<I>Beispiel:</I> Die mit Natronlauge neutralisierte Lö sung von<B>32,9</B> Teilen diazotierter 6-Brom-1- amino-2-ogynaphthalin-4-sulfonsäure in 90 Teilen Wasser wird mit der Auflösung von 8 Teilen Traubenzucker in 20 Teilen Wasser vermengt. Die so hergestellte Lösung läuft allmählich zu einer heissen Lösung von 8 Tei len Natriumhydrogyd in 75 Teilen Wasser. Die Stickstoffentwicklung beginnt sofort und ist nach kurzer Zeit beendet. Die Lösung der 6-Brom-2-ogynaphthalin-4-sulfonsäure, die in einer Ausbeute von über<B>90%</B> der Theorie entsteht, kann sofort zur Herstellung von Farbstoffen verwandt werden.
Soll die Säure isoliert werden, so kann dies, analog wie im Hauptpatent angeführt, in Form des Na triumsalzes oder in Form eines Arylsulfo- esters, beispielsweise als Denzolsulfoester ge schehen.
Process for the preparation of 6-bromo-2-oaynapthalene-4-sulfonic acid. According to the process described in the main patent, 2-ogynaphthalene-4-sulphonic acid is obtained when diazotized 1-amino-2-ogynaphthalene-4-sulphonic acid is allowed to act in an alkaline solution.
As has now also been found, the already known 6-bromo-2-ogynaphthalene-4-sulfonic acid is obtained when grapes are added to diazotized 6-bromo-1-amino-2-ogynaphthalene-4-sulfonic acid in an alkaline solution lets the sugar take effect.
<I> Example: </I> The solution of <B> 32.9 </B> parts of diazotized 6-bromo-1-amino-2-ogynaphthalene-4-sulfonic acid in 90 parts of water, neutralized with sodium hydroxide solution, is mixed with the Dissolution of 8 parts of glucose mixed in 20 parts of water. The solution thus produced gradually runs into a hot solution of 8 parts of sodium hydrogen in 75 parts of water. The development of nitrogen begins immediately and ends after a short time. The solution of 6-bromo-2-ogynaphthalene-4-sulfonic acid, which is produced in a yield of over 90% of theory, can be used immediately for the production of dyes.
If the acid is to be isolated, this can be done analogously to the main patent, in the form of the sodium salt or in the form of an aryl sulfo ester, for example as a denenzenesulfoester.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE220932X | 1938-05-16 | ||
| CH213749T | 1939-02-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH220932A true CH220932A (en) | 1942-04-30 |
Family
ID=25725487
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH220932D CH220932A (en) | 1938-05-16 | 1939-02-25 | Process for the preparation of 6-bromo-2-oxynapthalene-4-sulfonic acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH220932A (en) |
-
1939
- 1939-02-25 CH CH220932D patent/CH220932A/en unknown
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