CH155004A - Process for the preparation of 3,5-dichloro-4-methyl-1-aminobenzene-2-sulfonic acid. - Google Patents
Process for the preparation of 3,5-dichloro-4-methyl-1-aminobenzene-2-sulfonic acid.Info
- Publication number
- CH155004A CH155004A CH155004DA CH155004A CH 155004 A CH155004 A CH 155004A CH 155004D A CH155004D A CH 155004DA CH 155004 A CH155004 A CH 155004A
- Authority
- CH
- Switzerland
- Prior art keywords
- dichloro
- methyl
- sulfonic acid
- aminobenzene
- preparation
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 7
- 238000002360 preparation method Methods 0.000 title claims description 4
- QKYMMDCUDNDXKJ-UHFFFAOYSA-N 6-amino-2,4-dichloro-3-methylbenzenesulfonic acid Chemical compound NC1=C(C(=C(C(=C1)Cl)C)Cl)S(=O)(=O)O QKYMMDCUDNDXKJ-UHFFFAOYSA-N 0.000 title claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 4
- 239000003085 diluting agent Substances 0.000 claims description 3
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 claims description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 2
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 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
- 239000000843 powder Substances 0.000 claims description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 1
- 238000010276 construction Methods 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 239000013067 intermediate product Substances 0.000 claims 1
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
- GTEUMCIATAHZFK-UHFFFAOYSA-N 3,5-dichloro-4-methylaniline Chemical compound CC1=C(Cl)C=C(N)C=C1Cl GTEUMCIATAHZFK-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung von 3. 5-Dichlor-4-methyl-l-amino-benzol-2-sulfosäure. Gegenstand dieses Zusatzpatentes ist ein Verfahren zur Darstellung von 3. 5-Dichlor- 4-methyl-l-amino-benzol-2-sulfosäure, das da durch gekennzeichnet ist, dass man 3. 5-Dichlor- 4-methyl-l-amino-benzol mit molekularen Mengen Halogensulfonsäure, zweckmässig in Gegenwart eines Verdünnungsmittels, unter Ausschluss von Wasser behandelt.
<I>Beispiel:</I> 176 Gewichtsteile 3.5-Dichlor-4-methyl- 1-amino-benzol werden in ca. 700 Gewichts teilen Tetrachlorkohlenstoff gelöst ; unter kräftigem Rühren und guter Kühlung tropfen dazu 116,5 Gewichtsteile Chlorsulfonsäure. Man rührt einige Zeit nach, ersetzt dann den abdestillierten Tetrachlorkohlenstoff durch technisches Ohlortoluol, erhitzt langsam auf 130 C und steigert dann die Temperatur auf 160-170 C. Apparatur und sonstige Arbeitsbedingungen sind. dieselben wie im Beispiel des Hauptpatentes angegeben.
Die erhaltene 3.5-Dichlor-4-methyl-l- amino-benzol-2-sulfosäure stellt nach dem Ab saugen 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. 5-dichloro-4-methyl-1-aminobenzene-2-sulfonic acid. The subject of this additional patent is a process for the preparation of 3. 5-dichloro-4-methyl-1-aminobenzene-2-sulfonic acid, which is characterized in that 3. 5-dichloro-4-methyl-1-amino -benzene treated with molecular amounts of halosulfonic acid, expediently in the presence of a diluent, with exclusion of water.
<I> Example: </I> 176 parts by weight of 3,5-dichloro-4-methyl-1-amino-benzene are dissolved in approx. 700 parts by weight of carbon tetrachloride; 116.5 parts by weight of chlorosulfonic acid are added dropwise with vigorous stirring and good cooling. The mixture is stirred for some time, then the distilled carbon tetrachloride is replaced by technical grade carbonotoluene, heated slowly to 130 ° C. and the temperature is then increased to 160-170 ° C. Apparatus and other working conditions are. the same as given in the example of the main patent.
The 3.5-dichloro-4-methyl-1-aminobenzene-2-sulfonic acid obtained is, after suction and drying, a colorless powder that is difficult to dissolve in water, easily soluble in soda and gives a diazo compound that is difficult to dissolve 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 |
|---|---|---|---|
| DE155004X | 1930-04-04 | ||
| CH151675T | 1930-10-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH155004A true CH155004A (en) | 1932-05-31 |
Family
ID=25715858
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH155004D CH155004A (en) | 1930-04-04 | 1931-03-31 | Process for the preparation of 3,5-dichloro-4-methyl-1-aminobenzene-2-sulfonic acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH155004A (en) |
-
1931
- 1931-03-31 CH CH155004D patent/CH155004A/en unknown
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