DE202565C - - Google Patents
Info
- Publication number
- DE202565C DE202565C DENDAT202565D DE202565DA DE202565C DE 202565 C DE202565 C DE 202565C DE NDAT202565 D DENDAT202565 D DE NDAT202565D DE 202565D A DE202565D A DE 202565DA DE 202565 C DE202565 C DE 202565C
- Authority
- DE
- Germany
- Prior art keywords
- acid
- phenylenediamine
- chloroaniline
- ammonia
- monosulfonic
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 239000002253 acid Substances 0.000 claims description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 4
- PPZXCLZEVRYROB-UHFFFAOYSA-N (4-chlorophenyl)sulfamic acid Chemical compound OS(=O)(=O)NC1=CC=C(Cl)C=C1 PPZXCLZEVRYROB-UHFFFAOYSA-N 0.000 claims description 2
- 150000001879 copper Chemical class 0.000 claims description 2
- 238000000034 method Methods 0.000 claims 1
- 230000004048 modification Effects 0.000 claims 1
- 238000006011 modification reaction Methods 0.000 claims 1
- CBCKQZAAMUWICA-UHFFFAOYSA-N P-Phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 2
- ZCGVPUAAMCMLTM-UHFFFAOYSA-N 2-amino-5-chlorobenzenesulfonic acid Chemical compound NC1=CC=C(Cl)C=C1S(O)(=O)=O ZCGVPUAAMCMLTM-UHFFFAOYSA-N 0.000 description 1
- ORNJCPFZZGBFTL-UHFFFAOYSA-N ClC1(CC=C(C=C1)Cl)S(=O)(=O)O Chemical compound ClC1(CC=C(C=C1)Cl)S(=O)(=O)O ORNJCPFZZGBFTL-UHFFFAOYSA-N 0.000 description 1
- 239000005749 Copper compound Substances 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L Copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 150000001880 copper compounds Chemical class 0.000 description 1
- 229910000365 copper sulfate Inorganic materials 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- 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
- C07C309/46—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 having the sulfo groups bound to carbon atoms of non-condensed six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
&'vYiaetücÄ bca, Sa/wvwviwwq& 'vYiaetücÄ bca, Sa / wvwviwwq
KAISERLICHESIMPERIAL
PATENTAMTPATENT OFFICE
Durch Patent 202564 ist ein Verfahren zur Darstellung der ρ - Phenylendiaminmonosulfosäure geschützt, welches darin besteht, daß die p-Dichlorbenzolsulfosäure bei Gegenwart von Kupferverbindungen mit wäßrigem Ammoniak unter Druck erhitzt wird. Es hat sich nun gezeigt, daß auch die p-Chloranilin-osulfosäure folgender Konstitution:By patent 202564 is a method for the preparation of the ρ-phenylenediamine monosulfonic acid protected, which consists in that the p-dichlorobenzenesulfonic acid in the presence of copper compounds is heated with aqueous ammonia under pressure. It has now been shown that p-chloroaniline-sulfonic acid following constitution:
NH9 NH 9
ClCl
(vgl. Ann. 265 [1891], S. 94.; Ber. 34 [1901], S- 2753) in gleicher Weise bei der Einwirkung von Ammoniak in Gegenwart von Kupfersalzen in die p-Phenylendiaminmonosulfosäure übergeführt werden kann.(cf. Ann. 265 [1891], p. 94 .; Ber. 34 [1901], S- 2753) in the same way when exposed to ammonia in the presence of copper salts can be converted into p-phenylenediamine monosulfonic acid.
100 Teile der p-Chloranilin-o-sulfosäure werden mit 600 Volumteilen Ammoniak (25 prozentig) und 8 Teilen Kupfersulfat im Autoklaven während 20 Stunden auf 165 bis 170 ° erhitzt. Aus der Reaktionsmasse destilliert man das überschüssige Ammoniak ab, verdünnt die zurückbleibende Masse gegebenenfalls mit Wasser und scheidet durch Zusatz von Säuren die gebildete p-Phenylendiaminmonosulfosäure aus.100 parts of p-chloroaniline-o-sulfonic acid will be with 600 parts by volume of ammonia (25 percent) and 8 parts of copper sulfate in the autoclave heated to 165 to 170 ° for 20 hours. Distilled from the reaction mass if the excess ammonia is removed, the remaining mass is diluted if necessary with water and separates the p-phenylenediamine monosulfonic acid formed by adding acids the end.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE202565C true DE202565C (en) |
Family
ID=465045
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT202565D Active DE202565C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE202565C (en) |
-
0
- DE DENDAT202565D patent/DE202565C/de active Active
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