CH215547A - Process for the preparation of a reaction product of chlorosulfonic acid. - Google Patents
Process for the preparation of a reaction product of chlorosulfonic acid.Info
- Publication number
- CH215547A CH215547A CH215547DA CH215547A CH 215547 A CH215547 A CH 215547A CH 215547D A CH215547D A CH 215547DA CH 215547 A CH215547 A CH 215547A
- Authority
- CH
- Switzerland
- Prior art keywords
- chlorosulfonic acid
- preparation
- reaction product
- reaction
- mixture
- Prior art date
Links
- 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 title claims description 8
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 title claims description 8
- 238000000034 method Methods 0.000 title claims description 5
- 239000007795 chemical reaction product Substances 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 3
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 3
- 239000004202 carbamide Substances 0.000 claims description 3
- 239000000047 product Substances 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 2
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines Umsetzungsproduktes der Chlorsulfonsäure. Im Hauptpatent ist ein Verfahren zur Herstellung eines Umsetzungsproduktes der Chlorsulfonsäure beschrieben, bei dem man Chlorsulfonsäure mit Formamid behandelt.
Es wurde nun gefunden, @dass man eben falls ein ähnliches, technisch wertvolles Pro dukt erhält, wenn man Chlorsulfonsäure mit einem Gemisch aus Formamid und Harnstoff behandelt. Man erhält dabei ein flüssiges Produkt, das bei höheren Temperaturen be ständig ist.
Die Umsetzung kann durch einfaches Ver mischen der Ausgangsstoffe bei gewöhnlicher Temperatur erfolgen, wobei durch Kühlung dafür Sorge getragen wird, dass die Tempe ratur nicht zu hoch steigt. Es ist vorteilhaft, nach völligem Vermischen der Ausgangs stoffe zwecks Vervollständigung der Um setzung das Gemisch .mässig zu erwärmen, zum Beispiel auf 50 bis<B>60'</B> C. Man kann auch in Gegenwart von nicht oder schwer sulfonierbaren Lösungsmitteln arbeiten, bei- spielsweise von Tetrachlorkohlenstoff, Tetra- chloräthan oder Nitrobenzol.
Es entsteht ein neues, technisch wert volles Produkt, das sich zum Beispiel zur Einführung von Sehwefelsäureestergruppen in H'ydroxylgruppen enthaltende organische Verbindungen, insbesondere solche, die ole- finische Doppelbindungen enthalten, eignet. <I>Beispiel:</I> In ein Gemisch aus<B>23</B> Gewichtsteilen Tormamid und 30 Gewichtsteilen Harnstoff lässt man unter gutem Rühren bei einer Tem peratur zwischen 0 und<B>10'</B> C 117 Gewichts teile Chlorsulfonsäure einfliessen.
Man erhält eine bei gewöhnlicher Temperatur flüssige Masse, die als Sulfonierungsmittel geeignet ist.
Process for the preparation of a reaction product of chlorosulfonic acid. The main patent describes a process for the preparation of a reaction product of chlorosulfonic acid, in which chlorosulfonic acid is treated with formamide.
It has now been found that a similar, technically valuable product is also obtained if chlorosulfonic acid is treated with a mixture of formamide and urea. A liquid product is obtained that is constant at higher temperatures.
The reaction can be carried out by simply mixing the starting materials at normal temperature, with cooling being used to ensure that the temperature does not rise too high. It is advantageous, after the starting materials are completely mixed, to heat the mixture moderately, for example to 50 to 60 ° C., in order to complete the reaction. It is also possible to work in the presence of solvents which are difficult or impossible to sulfonate , for example of carbon tetrachloride, tetrachloroethane or nitrobenzene.
The result is a new, technically valuable product which is suitable, for example, for introducing sulfuric acid ester groups into organic compounds containing hydroxyl groups, in particular those which contain olefinic double bonds. <I> Example: </I> A mixture of <B> 23 </B> parts by weight of Tormamid and 30 parts by weight of urea is left with good stirring at a temperature between 0 and <B> 10 '</B> C 117 Pour in parts by weight of chlorosulfonic acid.
A mass which is liquid at ordinary temperature and is suitable as a sulfonating agent is obtained.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE215547X | 1937-11-01 | ||
| CH208350T | 1938-10-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH215547A true CH215547A (en) | 1941-06-30 |
Family
ID=25724511
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH215547D CH215547A (en) | 1937-11-01 | 1938-10-24 | Process for the preparation of a reaction product of chlorosulfonic acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH215547A (en) |
-
1938
- 1938-10-24 CH CH215547D patent/CH215547A/en unknown
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