CH242521A - Process for the preparation of an acylated sulfonamide. - Google Patents
Process for the preparation of an acylated sulfonamide.Info
- Publication number
- CH242521A CH242521A CH242521DA CH242521A CH 242521 A CH242521 A CH 242521A CH 242521D A CH242521D A CH 242521DA CH 242521 A CH242521 A CH 242521A
- Authority
- CH
- Switzerland
- Prior art keywords
- sulfonamide
- amino
- preparation
- propogy
- isobutyroyl
- Prior art date
Links
- 229940124530 sulfonamide Drugs 0.000 title claims description 9
- 150000003456 sulfonamides Chemical class 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
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 3
- 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
- -1 4-amino-benzene-sulfonyl Chemical group 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
- 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 1
- 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
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 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-Amine-benzolsulfonamid der Formel
EMI0001.0005
in der R einen durch hydrolysierende Mittel abspaltbaren Rest bedeutet, durch Verseifung in 4 - Amino - benzol - N,
. - (a - propogy - iso- butyroyl)-sulfonamid überführt.
Die neue Verbindung bildet farblose Kri stalle vom Schmelzpunkt 135-136 . Sie soll als Arzneimittel Verwendung finden.
<I>Beispiel:</I> 10 Teile N-(4-Amino-benzolsulfonyl)-a- propogy-isobuttersäureamidin von der Formel
EMI0001.0021
werden mit 100 Teilen 3,5 % iger Salzsäure 2 Stunden auf 90-100 erhitzt.
Nach dem Erkalten wird sodaalkalisch gestellt, filtriert und mit Essigsäure angesäuert. Klan erhält das 4 - Aminö - benzol - N, - (a - propogy - iso- butyroyl)-sulfonamid. Aus Alkohol umkri stallisiert bildet es farblose Kristalle vom Schmelzpunkt 135-136 .
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-amine-benzenesulfonamide of the formula
EMI0001.0005
in which R denotes a residue that can be split off by hydrolyzing agents, by saponification in 4 - amino - benzene - N,
. - (a - propogy - isobutyroyl) sulfonamide transferred.
The new compound forms colorless crystals with a melting point of 135-136. It should be used as a medicine.
<I> Example: </I> 10 parts of N- (4-amino-benzenesulfonyl) -a propogy-isobutyric acid amidine of the formula
EMI0001.0021
are heated to 90-100 for 2 hours with 100 parts of 3.5% hydrochloric acid.
After cooling, it is made alkaline with soda, filtered and acidified with acetic acid. Klan receives the 4 - amino - benzene - N, - (a - propogy - isobutyroyl) sulfonamide. Umkri crystallized from alcohol, it forms colorless crystals with a melting point of 135-136.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH242521T | 1943-05-21 | ||
| CH239850T | 1944-03-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH242521A true CH242521A (en) | 1946-05-15 |
Family
ID=25728450
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH242521D CH242521A (en) | 1943-05-21 | 1943-05-21 | Process for the preparation of an acylated sulfonamide. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH242521A (en) |
-
1943
- 1943-05-21 CH CH242521D patent/CH242521A/en unknown
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