CH153485A - Process for the preparation of 1,7-dioxynaphthalene. - Google Patents
Process for the preparation of 1,7-dioxynaphthalene.Info
- Publication number
- CH153485A CH153485A CH153485DA CH153485A CH 153485 A CH153485 A CH 153485A CH 153485D A CH153485D A CH 153485DA CH 153485 A CH153485 A CH 153485A
- Authority
- CH
- Switzerland
- Prior art keywords
- dioxynaphthalene
- preparation
- sulfonic acid
- weight
- sulfo
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 3
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 150000007513 acids Chemical class 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 241001432959 Chernes Species 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung von 1,7-Diozynaphthalin. Es wurde gefunden, dass man zu dem bisher nur in schlechter Ausbeute zugäng lichen (vgl. Journ. chern. soc. 119,<B>1107)</B> wert vollen 1,7-Dioxynaphthalin in einfacher Weise und sehr guter Ausbeute dadurch gelangt, dass man in einer 2,8-Dioxynaphtbalinsulfo- säure mit mindestens einer Sulfogruppe, zum Beispiel der 2,8-Dioxynaphtbalin-6-sulfosäure oder der 2,8-Dioxytiaphthalin-3,
6-disulfosäure die Sulfogruppen durch Erhitzen mit ver dünnten Säuren abspaltet. Mit Rücksicht auf das Verhalten der isomeren 2,5-pioxynaph- thalin-7-sulfosäure, welche bei derartigen Spal tungsversuchen nicht das entsprechende 1,6- Dioxynaphthalin ergibt, war der glatte Ver lauf der Reaktion in keiner Weise voraus zusehen.
Beispiel: 1 Gewichtsteil 2,8-Dioxynaphthalin-6-sulfo- säure wird mit 10 Gewichtsteilen Wasser und 3 Gewichtsteilen konzentrierter Schwe felsäure 5 bis 10 Stunden auf etwa 200 erhitzt. Der Druck beträgt etwa 15 Atni. Zur Aufarbeitung wird die entstandene Lö sung mit Kochsalz gesättigt, wobei das Dioxy- naphthalin abgeschieden wird. Es wird ab gesaugt, nach den üblichen Methoden gerei nigt und zeigt dann den in der Literatur angegebenen Schmelzpunkt.
Process for the preparation of 1,7-diocynaphthalene. It has been found that the 1,7-dioxynaphthalene which has hitherto only been available in poor yield (cf. Journ. Chern. Soc. 119, 1107) can be obtained in a simple manner and in a very good yield arrives that in a 2,8-dioxynaphtbalin-sulfonic acid with at least one sulfo group, for example 2,8-dioxynaphtbalin-6-sulfonic acid or 2,8-dioxytiaphthalene-3,
6-disulfonic acid splits off the sulfo groups by heating with dilute acids. With regard to the behavior of the isomeric 2,5-pioxynaphthalene-7-sulfonic acid, which does not give the corresponding 1,6-dioxynaphthalene in such cleavage attempts, the smooth course of the reaction could in no way be foreseen.
Example: 1 part by weight of 2,8-dioxynaphthalene-6-sulfonic acid is heated to about 200 for 5 to 10 hours with 10 parts by weight of water and 3 parts by weight of concentrated sulfuric acid. The pressure is about 15 atni. For work-up, the resulting solution is saturated with sodium chloride, the dioxynaphthalene being separated out. It is sucked off, cleaned according to the usual methods and then shows the melting point given in the literature.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE153485X | 1930-02-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH153485A true CH153485A (en) | 1932-03-31 |
Family
ID=5675743
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH153485D CH153485A (en) | 1930-02-20 | 1931-02-12 | Process for the preparation of 1,7-dioxynaphthalene. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH153485A (en) |
-
1931
- 1931-02-12 CH CH153485D patent/CH153485A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH153485A (en) | Process for the preparation of 1,7-dioxynaphthalene. | |
| DE535079C (en) | Process for the preparation of 1,7-dioxynaphthalene | |
| DE535080C (en) | Process for the preparation of 1,7-dioxynaphthalene | |
| CH154821A (en) | Process for the preparation of 1,7-dioxynaphthalene. | |
| DE741156C (en) | Process for the production of succinimide | |
| DE413380C (en) | Process for the preparation of pure 1-nitro-2-methylanthraquinone | |
| CH149011A (en) | Process for the preparation of an N-substituted compound of the pyridone series. | |
| DE636193C (en) | Process for the production of products similar to turkey roll oil | |
| CH149014A (en) | Process for the preparation of an N-substituted compound of the pyridone series. | |
| DE887342C (en) | Process for the preparation of cycloaliphatic ketones | |
| CH161482A (en) | Process for the preparation of 2-methyl-B-naphthindole-5-sulfonic acid. | |
| CH159149A (en) | Process for the preparation of 2-phenyl-a-naphthindole-8-sulfonic acid. | |
| DE531774C (en) | Process for the preparation of 1-methyl-3-oxy-4-isopropyl-6-chlorobenzene (chlorothymol) | |
| DE625996C (en) | Process for the preparation of aminopyrene sulfonic acids | |
| DE545582C (en) | Process for the preparation of carvacrol (1-methyl-4-isopropyl-2-oxybenzene) | |
| AT86981B (en) | Process for the preparation of neutral alkyl esters of sulfuric acid. | |
| AT128858B (en) | Process for the preparation of 1- [4'-oxyphenyl] -2-methylaminopropanol- (1). | |
| CH149013A (en) | Process for the preparation of an N-substituted compound of the pyridone series. | |
| CH179665A (en) | Process for the preparation of a new quaternary salt. | |
| CH149010A (en) | Process for the preparation of an N-substituted compound of the pyridone series. | |
| CH227919A (en) | Process for the preparation of benzenesulfonylurea. | |
| CH179666A (en) | Process for the preparation of a new quaternary salt. | |
| CH149012A (en) | Process for the preparation of an N-substituted compound of the pyridone series. | |
| CH149009A (en) | Process for the preparation of an N-substituted compound of the pyridone series. | |
| CH217133A (en) | Process for the production of a water-soluble, higher molecular weight, α-substituted benzylamine derivative. |