DE838139C - Process for the preparation of 7-alkylsulfonylcarboxylic acids - Google Patents
Process for the preparation of 7-alkylsulfonylcarboxylic acidsInfo
- Publication number
- DE838139C DE838139C DENDAT838139D DE838139DA DE838139C DE 838139 C DE838139 C DE 838139C DE NDAT838139 D DENDAT838139 D DE NDAT838139D DE 838139D A DE838139D A DE 838139DA DE 838139 C DE838139 C DE 838139C
- Authority
- DE
- Germany
- Prior art keywords
- acids
- alkylsulfonylcarboxylic
- preparation
- parts
- salts
- 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.)
- Expired
Links
- 239000002253 acid Substances 0.000 title claims description 9
- 150000007513 acids Chemical class 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 4
- 150000003839 salts Chemical class 0.000 claims description 6
- 239000011780 sodium chloride Substances 0.000 claims description 6
- 125000001931 aliphatic group Chemical group 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000203 mixture Substances 0.000 description 7
- 150000003455 sulfinic acids Chemical class 0.000 description 6
- OSVXSBDYLRYLIG-UHFFFAOYSA-N Chlorine dioxide Chemical compound O=Cl=O OSVXSBDYLRYLIG-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
- RAHZWNYVWXNFOC-UHFFFAOYSA-N sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 235000019398 chlorine dioxide Nutrition 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- -1 aromatic sulfinic acids Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 230000000875 corresponding Effects 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000000457 gamma-lactone group Chemical group 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical compound OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- YEJRWHAVMIAJKC-UHFFFAOYSA-N γ-lactone 4-hydroxy-butyric acid Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C315/00—Preparation of sulfones; Preparation of sulfoxides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
(WiGBl. S. 175)(WiGBl. P. 175)
AUSGEGEBEN AM 5. MAI 1952ISSUED MAY 5, 1952
B 4926 IVd/12 οB 4926 IVd / 12 ο
Zusatz zum Patent 832Addendum to patent 832
Gegenstand des Patents 832 150 ist ein Verfahren zur Herstellung von j'-Arylsulfonylcarbonsäuren bzw. deren Salzen, bei welchem aliphatische y-Lactone mit Salzen aromatischer Sulfinsäuren umgesetzt werden.The subject of patent 832 150 is a method for the production of j'-arylsulfonylcarboxylic acids or their salts, in which aliphatic γ-lactones be reacted with salts of aromatic sulfinic acids.
JLs wurde nun gefunden, daß man in entsprechender Weise j'-Alkylsulfonylcarbonsäuren erhält, wenn man aliphatische v-Lactone mit Salzen von aliphatischen oder cycloaliphatischen Sulfinsäuren umsetzt.It has now been found that j'-alkylsulfonylcarboxylic acids are obtained in a corresponding manner if aliphatic v-lactones are reacted with salts of aliphatic or cycloaliphatic sulfinic acids.
Geeignete Sulfinsäuren sind z. B. Methyl-, Äthyl-, Butyl-, Decyl- oder Cvcloalkylsulfinsäure oder Gemische solcher Sulfinsäuren, wie man sie z. B. durch Reduzieren der sulfochloridartigen Einwirkungsprodukte von Chlor und Schwefeldioxyd auf gesättigte Kohlenwasserstoffe herstellen kann.Suitable sulfinic acids are, for. B. methyl, ethyl, butyl, decyl or cycloalkylsulfinic acid or mixtures such sulfinic acids, as they are z. B. by reducing the sulfochloride-like action products of chlorine and sulfur dioxide to saturated Can produce hydrocarbons.
Die Umsetzung der y-Lactone mit den Salzen der aliphatischen oder cycloaliphatischen Sulfinsäuren erfolgt in der gleichen Weise wie beim Verfahren des Hauptpatents. Die Verfahrensprodukte sind ebenfalls wertvolle Zwischenprodukte.The implementation of the γ-lactones with the salts of the aliphatic or cycloaliphatic sulfinic acids takes place in the same way as in the procedure for the main patent. The products of the process are also valuable intermediates.
Die in den Beispielen genannten Teile sind Gewichtsteile.The parts mentioned in the examples are parts by weight.
Ein durch Einwirken von Chlor und Schwefeldioxyd im kurzwelligen Licht auf ein Paraffin-An effect of chlorine and sulfur dioxide in short-wave light on a paraffin
gemisch vom Siedebereich 250 bis 3200 erhaltenes Sulfochloridgemisch wird mit Zinkstaub und Salzsäure in üblicher Weise in ein Gemisch von Sulfinsäuren umgewandelt. 100 Teile dieses Sulfinsäuregemisches werden mit 27 Teilen 50°/oiger Natronlauge neutralisiert. Man destilliert das entstandene Wasser bei vermindertem Druck ab und fügt zu dem salzartigen Rückstand 30 Teile y-Butyrolacton. Das Gemisch wird 16 Stunden unter Rühren- auf 2oo° erhitzt. Dann löst man die erkaltete Schmelze in 200 Teilen Wasser, säuert mit Salzsäure an und schüttelt das gebildete j'-Alkylsulfonylbuttersäurengemisch mit Benzol aus.Mixture of the sulfochloride mixture obtained in the boiling range 250 to 320 0 is converted into a mixture of sulfinic acids in the usual way with zinc dust and hydrochloric acid. 100 parts of this sulfinic acid mixture are neutralized with 27 parts of 50% sodium hydroxide solution. The water formed is distilled off under reduced pressure and 30 parts of γ-butyrolactone are added to the salt-like residue. The mixture is heated to 2oo ° for 16 hours with stirring. The cooled melt is then dissolved in 200 parts of water, acidified with hydrochloric acid and the j'-alkylsulfonylbutyric acid mixture formed is extracted with benzene.
Nach dem Trocknen und Abdestillieren des Benzols hinterbleiben 60 Teile eines in Sodalösung und Alkohol leicht löslichen Öles von der Säurezahl 143 und dem durchschnittlichen Molekulargewicht 390. Es enthält 65,08 °/o Kohlenstoff, 10,75% Wasserstoff und 7,9% Schwefel.After the benzene has been dried and distilled off, 60 parts of a soda solution remain Alcohol-free soluble oil with an acid number of 143 and an average molecular weight of 390. It contains 65.08% carbon and 10.75% hydrogen and 7.9% sulfur.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE838139C true DE838139C (en) | 1952-03-27 |
Family
ID=579644
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT838139D Expired DE838139C (en) | Process for the preparation of 7-alkylsulfonylcarboxylic acids |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE838139C (en) |
-
0
- DE DENDAT838139D patent/DE838139C/en not_active Expired
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