CH155005A - Process for the preparation of 3,5-dichloro-2,6-dimethyl-1-aminobenzene-4-sulfonic acid. - Google Patents
Process for the preparation of 3,5-dichloro-2,6-dimethyl-1-aminobenzene-4-sulfonic acid.Info
- Publication number
- CH155005A CH155005A CH155005DA CH155005A CH 155005 A CH155005 A CH 155005A CH 155005D A CH155005D A CH 155005DA CH 155005 A CH155005 A CH 155005A
- Authority
- CH
- Switzerland
- Prior art keywords
- dichloro
- dimethyl
- acid
- aminobenzene
- sulfonic acid
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 7
- 238000002360 preparation method Methods 0.000 title claims description 3
- LZFRGIYAXSVLPG-UHFFFAOYSA-N CC(C(Cl)=C(C(Cl)=C1C)S(O)(=O)=O)=C1N Chemical compound CC(C(Cl)=C(C(Cl)=C1C)S(O)(=O)=O)=C1N LZFRGIYAXSVLPG-UHFFFAOYSA-N 0.000 title 1
- 239000002253 acid Substances 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 239000003085 diluting agent Substances 0.000 claims description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 2
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 claims description 2
- 230000015572 biosynthetic process Effects 0.000 claims description 2
- 150000008049 diazo compounds Chemical class 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 230000007717 exclusion Effects 0.000 claims description 2
- UQSQSQZYBQSBJZ-UHFFFAOYSA-N fluorosulfonic acid Chemical compound OS(F)(=O)=O UQSQSQZYBQSBJZ-UHFFFAOYSA-N 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 238000003786 synthesis reaction Methods 0.000 claims description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
- 229950000244 sulfanilic acid Drugs 0.000 description 2
- 238000001816 cooling Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung von 3. ö-Dichlor-2. 6-dimethyl-l-amino-benzol-4-sulfosäure. Gegenstand dieses Zusatzpatentes ist ein Verfahren zur Darstellung von 3 . 5-Dichlor- 2 . 6 - dimethyl -1- amino-benzol- 4 - sulfos äure, das dadurch gekennzeichnet ist, dass man 3.
5-Dichlor-2. 6-dimethyl-l-amino-benzol mit molekularen Mengen Halogensulfonsäure, zweckmässig in Gegenwart eines Verdünnungs mittels, unter AusschlussvonWasser behandelt. Beispiel: 190 Gewichtsteile 3 . 5-Dichlor-2 - 6-di- metliyl-l-amino-benzol werden in ca. 700 Gewichtsteilen Tetrachlorkohlenstoff gelöst.
Dazu tropfen unter kräftigem Rühren und guter Kühlung 100 Gewichtsteile Fluorsul- fonsäure. Man rührt einige Zeit nach, ersetzt den abdestillierten Tetrachlorkohlenstoff durch technisches Chlortoluol und erhitzt langsam auf 160-170 C. Apparatur und sonstige Arbeitsbedingungen sind dieselben, wie im Beispiel des Hauptpatentes angegeben.
Die erhaltene 3.5-Dichlor-2. 6-dimethyl- 1-amino-benzol-4-sulfosäure stellt nach dem Absaugen und Trocknen ein farbloses Pulver dar, das in Wasser schwer, in Soda leicht löslich ist und eine in Wasser schwer lös liche Diazoverbindung ergibt. Die neue Säure soll als Zwischenprodukt für den Aufbau von Farbstoffen Verwendung finden.
Process for the preparation of 3. ö-dichloro-2. 6-dimethyl-1-aminobenzene-4-sulfonic acid. The subject of this additional patent is a method for the representation of 3. 5-dichloro-2. 6 - dimethyl -1-aminobenzene-4 - sulfonic acid, which is characterized in that 3.
5-dichloro-2. 6-dimethyl-l-aminobenzene treated with molecular amounts of halosulfonic acid, expediently in the presence of a diluent, with exclusion of water. Example: 190 parts by weight 3. 5-dichloro-2-6-dimethyl-1-aminobenzene are dissolved in about 700 parts by weight of carbon tetrachloride.
100 parts by weight of fluorosulfonic acid are added dropwise with vigorous stirring and good cooling. The mixture is subsequently stirred for some time, the carbon tetrachloride that has distilled off is replaced by technical grade chlorotoluene and slowly heated to 160-170 C. The apparatus and other working conditions are the same as those given in the example of the main patent.
The 3,5-dichloro-2. 6-dimethyl-1-aminobenzene-4-sulfonic acid is a colorless powder after filtration with suction and drying, which is sparingly soluble in water, easily soluble in soda and gives a diazo compound sparingly soluble in water. The new acid is said to be used as an intermediate in the synthesis of dyes.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE155005X | 1930-04-04 | ||
| CH151675T | 1930-10-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH155005A true CH155005A (en) | 1932-05-31 |
Family
ID=25715859
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH155005D CH155005A (en) | 1930-04-04 | 1931-03-31 | Process for the preparation of 3,5-dichloro-2,6-dimethyl-1-aminobenzene-4-sulfonic acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH155005A (en) |
-
1931
- 1931-03-31 CH CH155005D patent/CH155005A/en unknown
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