CH242522A - Process for the preparation of an acylated sulfonamide. - Google Patents
Process for the preparation of an acylated sulfonamide.Info
- Publication number
- CH242522A CH242522A CH242522DA CH242522A CH 242522 A CH242522 A CH 242522A CH 242522D A CH242522D A CH 242522DA CH 242522 A CH242522 A CH 242522A
- Authority
- CH
- Switzerland
- Prior art keywords
- amino
- preparation
- sulfonamide
- benzene
- dihydrocinnamoyl
- Prior art date
Links
- 229940124530 sulfonamide Drugs 0.000 title claims description 7
- 238000000034 method Methods 0.000 title claims description 6
- 238000002360 preparation method Methods 0.000 title claims description 4
- 150000003456 sulfonamides Chemical class 0.000 title claims description 4
- 239000013078 crystal Substances 0.000 claims description 3
- 230000003301 hydrolyzing effect Effects 0.000 claims description 3
- 238000002844 melting Methods 0.000 claims description 3
- 230000008018 melting Effects 0.000 claims description 3
- FDDDEECHVMSUSB-IDEBNGHGSA-N 4-aminobenzenesulfonamide Chemical class N[13C]1=[13CH][13CH]=[13C](S(N)(=O)=O)[13CH]=[13CH]1 FDDDEECHVMSUSB-IDEBNGHGSA-N 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 150000001875 compounds Chemical group 0.000 claims description 2
- 239000003814 drug Substances 0.000 claims description 2
- 238000007127 saponification reaction Methods 0.000 claims description 2
- 238000003776 cleavage reaction Methods 0.000 claims 1
- 230000007017 scission Effects 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 238000001816 cooling Methods 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
- C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines acylierten Sulfonamides. Gegenstand vorliegenden Patentes ist ein Verfahren zur Herstellung eines acylierten Sulfonamides. Das Verfahren ist dadurch gekennzeichnet, dass man ein substituiertes 4-Amino-benzolsulfonamid der Formel
EMI0001.0006
in der R einen durch hydrolysierende Mittel abspaltbaren Rest bedeutet, durch Verseifung in 4-Amina-benzol-N.,-(dihydrocinuamoyl)
- sulfonamid überführt. Die neue Verbindung bildet farblose Kri stalle vom Schmelzpunkt 160-161 . Sie soll als Arzneimittel Verwendung finden. <I>Beispiel:</I> 10 Teile N-(4-Amino-benzolsulfonyl)-dihydrozimtsäureamidin von der Formel
EMI0001.0020
werden mit 100 Teilen 3,5 %iger Salzsäure 4 Stunden auf 90-100 erhitzt. Nach dem Erkalten wird sodaalkali ch gestellt, filtriert und mit Essigsäure angesäuert.
Man erhält das 4-Amino-benzol-Nx-(dihydrocinnamoyl)- sulfonamid. Aus Alkohol umkristallisiert bildet es farblose Kristalle vom Schmelz punkt 160-161 .
Process for the preparation of an acylated sulfonamide. The present patent relates to a process for the preparation of an acylated sulfonamide. The process is characterized in that a substituted 4-amino-benzenesulfonamide of the formula
EMI0001.0006
in which R means a residue that can be split off by hydrolyzing agents, by saponification in 4-aminobenzene-N., - (dihydrocinuamoyl)
- sulfonamide transferred. The new compound forms colorless crystals with a melting point of 160-161. It should be used as a medicine. <I> Example: </I> 10 parts of N- (4-Amino-benzenesulfonyl) -dihydrocinnamic acid amidine of the formula
EMI0001.0020
are heated to 90-100 for 4 hours with 100 parts of 3.5% hydrochloric acid. After cooling, soda-alkali is made, filtered and acidified with acetic acid.
The 4-amino-benzene-Nx- (dihydrocinnamoyl) sulfonamide is obtained. Recrystallized from alcohol, it forms colorless crystals with a melting point of 160-161.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH242522T | 1943-05-21 | ||
| CH239850T | 1944-03-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH242522A true CH242522A (en) | 1946-05-15 |
Family
ID=25728451
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH242522D CH242522A (en) | 1943-05-21 | 1943-05-21 | Process for the preparation of an acylated sulfonamide. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH242522A (en) |
-
1943
- 1943-05-21 CH CH242522D patent/CH242522A/en unknown
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