CH242517A - Process for the preparation of an acylated sulfonamide. - Google Patents
Process for the preparation of an acylated sulfonamide.Info
- Publication number
- CH242517A CH242517A CH242517DA CH242517A CH 242517 A CH242517 A CH 242517A CH 242517D A CH242517D A CH 242517DA CH 242517 A CH242517 A CH 242517A
- Authority
- CH
- Switzerland
- Prior art keywords
- sulfonamide
- nitro
- acetyl
- benzene
- preparation
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 6
- 238000002360 preparation method Methods 0.000 title claims description 3
- 229940124530 sulfonamide Drugs 0.000 title description 2
- 150000003456 sulfonamides Chemical class 0.000 title description 2
- -1 4-nitro-benzene-N-acetyl-sulfonamide Chemical compound 0.000 claims description 5
- 238000002844 melting Methods 0.000 claims description 4
- 230000008018 melting Effects 0.000 claims description 4
- 239000013078 crystal Substances 0.000 claims description 3
- 230000003301 hydrolyzing effect Effects 0.000 claims description 3
- QWKKYJLAUWFPDB-UHFFFAOYSA-N 4-nitrobenzenesulfonamide Chemical class NS(=O)(=O)C1=CC=C([N+]([O-])=O)C=C1 QWKKYJLAUWFPDB-UHFFFAOYSA-N 0.000 claims description 2
- 150000001875 compounds Chemical group 0.000 claims description 2
- 238000007127 saponification reaction Methods 0.000 claims description 2
- 238000003776 cleavage reaction Methods 0.000 claims 1
- 229940126601 medicinal product Drugs 0.000 claims 1
- GIWBWXMFVHDQQF-UHFFFAOYSA-N n'-(4-nitrophenyl)sulfonylethanimidamide Chemical compound CC(N)=NS(=O)(=O)C1=CC=C([N+]([O-])=O)C=C1 GIWBWXMFVHDQQF-UHFFFAOYSA-N 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
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000004519 manufacturing process 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Description
Verfahren zur Herstellung eines aeylierten Sulfonamides. Gegenstand vorliegenden Patentes ist ein Verfahren zur Herstellung des bekannten 4-Nitro-benzol-N-acetyl-sulfonamids. Das.
Verfahren ist dadurch gekennzeichnet, dass. man ein substituiertes 4-Nitrö-benzol-sulfon- amid der Formel
EMI0001.0010
in der Reinen durch hydrolysierende Mittel abspaltbaren Rest bedeutet, durch Verseifung. in 4-Nitro-benzol-N-acetyl-sulfonamid über führt.
Die Verbindung bildet farblose Kristalle vom Schmelzpunkt 194 . Sie soll als Arznei mittel Verwendung finden.
<I>Beispiel:</I> 10 Teile N-(4-Nitro-benzolsulfonyl-)-acet- amidin vom Schmelzpunkt 190 und der Formel
EMI0001.0024
werden mit 100 Teilen 3,5%iger Salzsäure 4 Stunden auf 90-100 erhitzt. Nach dem Erkalten wird sodaalkalisch gestellt, filtriert und mit Essigsäure angesäuert. Man erhält das 4-Nitro-benzol-N-acetyl-sulfonamid. Aus Alkohol umkristallisiert bildet es farblose Kristalle vom Schmelzpunkt 194 .
Process for the preparation of an alkylated sulfonamide. The subject of the present patent is a process for the production of the known 4-nitro-benzene-N-acetyl-sulfonamide. The.
The process is characterized in that a substituted 4-nitrobenzenesulfonamide of the formula
EMI0001.0010
in the pure means radical which can be split off by hydrolyzing agents by saponification. in 4-nitro-benzene-N-acetyl-sulfonamide leads over.
The compound forms colorless crystals with a melting point of 194. It should be used as a medicament.
<I> Example: </I> 10 parts of N- (4-nitro-benzenesulfonyl -) - acetamidine with a melting point of 190 and the formula
EMI0001.0024
are heated to 90-100 for 4 hours with 100 parts of 3.5% hydrochloric acid. After cooling, it is made alkaline with soda, filtered and acidified with acetic acid. The 4-nitro-benzene-N-acetyl-sulfonamide is obtained. Recrystallized from alcohol, it forms colorless crystals with a melting point of 194.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH242517T | 1943-05-21 | ||
| CH239850T | 1944-03-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH242517A true CH242517A (en) | 1946-05-15 |
Family
ID=25728446
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH242517D CH242517A (en) | 1943-05-21 | 1943-05-21 | Process for the preparation of an acylated sulfonamide. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH242517A (en) |
-
1943
- 1943-05-21 CH CH242517D patent/CH242517A/en unknown
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