CH164196A - Process for the preparation of 4,4'-dioxyazobenzene-3,3'-dicarboxylic acid. - Google Patents
Process for the preparation of 4,4'-dioxyazobenzene-3,3'-dicarboxylic acid.Info
- Publication number
- CH164196A CH164196A CH164196DA CH164196A CH 164196 A CH164196 A CH 164196A CH 164196D A CH164196D A CH 164196DA CH 164196 A CH164196 A CH 164196A
- Authority
- CH
- Switzerland
- Prior art keywords
- dioxyazobenzene
- dicarboxylic acid
- preparation
- weight
- parts
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title description 2
- -1 azo compound Chemical class 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 235000011121 sodium hydroxide Nutrition 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 239000005749 Copper compound Substances 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
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 150000001880 copper compounds Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
Verfahren zur Herstellung Yon 4:.V-Dioxyazobenzol-3.3-(licarboiisätire. Es wurde gefunden, dala man die bereits auf anderem Wege hergestellte 4.4'-Dioxyazo- benzol-3. 3'-diearboiisäui#e dadurch herstellen kann, dass man 5-Nitro-2-chlorber)zol-l-cai,bor)- säure in alkalischem Medium durch Reduk tion in die Azoverbindung überführt und die so erhaltene Verbindung mit einem Mittel be handelt,
das die Halogenatome durch Hydroxyl- gruppen ersetzt.
<I>Beispiel:</I> <B>100</B> Gewichtsteile 5-Nitro-2-elilot-berizol- 1.-earbonsätire werden in 400 Gewichtsteilen Wasser und<B>100</B> Gewichtsteilen Natronlauge von 40<B>0</B> Bö gelöst. Dann werden unter Rühren <B>100</B> (-xewichtsteile Zinkstaub 90prozentig so langsam eingetragen, dass die Temperatur nicht über<B>50 0 C</B> steigt. Wenn alles einge tragen ist, wird das Gemisch langsam während zwei Stunden bis auf<B>90</B> 11 C erwärmt.
Bei dieser Temperatur rährt man noch acht Stun den, saugt darin heiss ab, wäscht den Rück stand mit Wasser Kind fällt aus der Lösung das Natriumsalz der entstandenen 4.4'-Di- elilorazoberizol-3.3'-diearboiisäure durch Zu- satz von Kochsalz aus. Es #,ird durch<B>Ab-</B> saugen und Abpressen isoliert und dann mit 400 Gewiebtsteilen Wasser,<B>50</B> Gewichts teilen Natronlauge unter Zusatz von etwas Kupferpulver oder einer andern Kupterverbin- dung zehn Stunden lang in einem Autoklaven auf<B>1500 C</B> erhitzt.
Aus der orangeroten Lii- sung wird das Natriumgalz der entstandenen 4.4'-Dioxyazobeiizol-3.3'-diearbonsäure durch Abstumpfen des überschüssigen Natriumhy- droxyds undZusatzvon Kochsalz abgeschieden.
Process for the preparation of 4: .V-Dioxyazobenzene-3.3- (licarboiisätire. It has been found that the 4,4'-dioxyazobenzene-3,3'-diearboiisäui # e, which has already been prepared in another way, can be prepared by 5 -Nitro-2-chlorber) zol-l-cai, boric acid in an alkaline medium by reduction in the azo compound and the compound thus obtained is treated with an agent,
which replaces the halogen atoms with hydroxyl groups.
<I> Example: </I> <B> 100 </B> parts by weight of 5-nitro-2-elilot-berizol- 1.-earbonsätire are dissolved in 400 parts by weight of water and <B> 100 </B> parts by weight of sodium hydroxide solution of 40 <B> 0 </B> gust resolved. Then, while stirring, <B> 100 </B> (-x parts by weight of 90 percent zinc dust are introduced so slowly that the temperature does not rise above <B> 50 ° C. </B>. When everything has been entered, the mixture becomes slow for two Heated to <B> 90 </B> 11 C for hours.
Stir at this temperature for a further eight hours, suck off the hot air, wash the residue with water, and the sodium salt of the resulting 4,4'-dielilorazoberizole-3,3'-diearboic acid is precipitated from the solution by adding sodium chloride. It # is isolated by <B> suction </B> and pressing and then with 400 parts by weight of water, <B> 50 </B> parts by weight of caustic soda with the addition of some copper powder or another copper compound for ten hours heated to <B> 1500 C </B> in an autoclave.
The sodium gal of the resulting 4,4'-dioxyazobeiizole-3,3'-diacid is deposited from the orange-red solution by blunting the excess sodium hydroxide and adding sodium chloride.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE164196X | 1931-10-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH164196A true CH164196A (en) | 1933-09-30 |
Family
ID=5684147
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH164196D CH164196A (en) | 1931-10-17 | 1932-10-05 | Process for the preparation of 4,4'-dioxyazobenzene-3,3'-dicarboxylic acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH164196A (en) |
-
1932
- 1932-10-05 CH CH164196D patent/CH164196A/en unknown
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