CH224070A - Process for the preparation of a condensation product. - Google Patents
Process for the preparation of a condensation product.Info
- Publication number
- CH224070A CH224070A CH224070DA CH224070A CH 224070 A CH224070 A CH 224070A CH 224070D A CH224070D A CH 224070DA CH 224070 A CH224070 A CH 224070A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- condensation product
- urea
- reduction
- nitrobenzenesulfochloride
- Prior art date
Links
- 239000007859 condensation product Substances 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 4
- 239000004202 carbamide Substances 0.000 claims description 4
- 150000001412 amines Chemical class 0.000 claims description 3
- 239000013078 crystal Substances 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 230000001225 therapeutic effect Effects 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- ACXCKRZOISAYHH-UHFFFAOYSA-N molecular chlorine hydrate Chemical compound O.ClCl ACXCKRZOISAYHH-UHFFFAOYSA-N 0.000 description 1
- 239000000047 product Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/45—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups at least one of the singly-bound nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom, e.g. N-acylaminosulfonamides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/50—Compounds containing any of the groups, X being a hetero atom, Y being any atom
- C07C311/52—Y being a hetero atom
- C07C311/54—Y being a hetero atom either X or Y, but not both, being nitrogen atoms, e.g. N-sulfonylurea
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung eines Kondensationsproduktes. Gegenstand des vorliegenden Patentes ist ein Verfahren zur Darstellung eines Konden sationsproduktes, welches dadurch gekenn zeichnet ist, dass p-Nitrobenzolsulfochlorid mit Harnstoff kondensiert und der entstan dene p-Nitrobenzolsulfonharnstoff durch Re duktion in das entsprechende Aminoderivat übergeführt wird. Die neue Verbindung ist ein farbloses Kristallpulver, welches bei 320 sublimiert und besitzt wertvolle therapeu tische Eigenschaften.
Beispiel: In 44 Teile geschmolzenes p-NitrobenzoJ- sulfochlorid werden bei 100 bis 120 allmäh lich 15 Teile Harnstoff eingetragen. Die Umsetzung wird durch Erhitzen auf 140 be endet. Durch Umkristallisäeren der erstarr ten Schmerze aus Wasser erhält man den p- Nitrobenzolsufonharnstoff als weisse Kri stalle, die, ohne vorher zu schmelzen, bei 190 verkohlen. Durch Reduktion nach Bechamp mit Eisen erhält man das Amin als ein in Was ser leicht lösliches, aus Alkohol umkristalli- sierbares Produkt. Es sublimiert bei 320 ohne zu schmelzen.
Das Chlorhydrat ist in Alkohol unlöslich, es lässt sich dagegen aus Wasser umkristallisieren. Die Base besitzt folgende Konstitution:
EMI0001.0017
Process for the preparation of a condensation product. The subject of the present patent is a process for the preparation of a condensation product, which is characterized in that p-nitrobenzenesulfochloride condenses with urea and the resulting p-nitrobenzenesulfonurea is converted into the corresponding amino derivative by reduction. The new compound is a colorless crystal powder which sublimates at 320 and has valuable therapeutic properties.
Example: 15 parts of urea are gradually introduced into 44 parts of molten p-nitrobenzosulfochloride at 100 to 120 parts. The reaction is stopped by heating to 140. By recrystallizing the solidified pain from water, the p-nitrobenzenesulfonurea is obtained as white crystals, which char at 190 without melting beforehand. By reduction according to Bechamp with iron, the amine is obtained as a product which is easily soluble in water and can be recrystallized from alcohol. It sublimes at 320 without melting.
The chlorine hydrate is insoluble in alcohol, but it can be recrystallized from water. The base has the following constitution:
EMI0001.0017
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH224070T | 1939-12-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH224070A true CH224070A (en) | 1942-10-31 |
Family
ID=4453353
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH224070D CH224070A (en) | 1939-12-23 | 1939-12-23 | Process for the preparation of a condensation product. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH224070A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1046862B (en) * | 1952-12-31 | 1958-12-18 | Jakob Schmid Werkzeugfabrik | Knife adjustment on knife shafts or knife heads |
-
1939
- 1939-12-23 CH CH224070D patent/CH224070A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1046862B (en) * | 1952-12-31 | 1958-12-18 | Jakob Schmid Werkzeugfabrik | Knife adjustment on knife shafts or knife heads |
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