CH242523A - Process for the preparation of an acylated sulfonamide. - Google Patents
Process for the preparation of an acylated sulfonamide.Info
- Publication number
- CH242523A CH242523A CH242523DA CH242523A CH 242523 A CH242523 A CH 242523A CH 242523D A CH242523D A CH 242523DA CH 242523 A CH242523 A CH 242523A
- Authority
- CH
- Switzerland
- Prior art keywords
- amino
- sulfonamide
- methyl
- preparation
- benzene
- Prior art date
Links
- 229940124530 sulfonamide Drugs 0.000 title claims description 9
- 238000000034 method Methods 0.000 title claims description 6
- 150000003456 sulfonamides Chemical class 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 3
- 239000013078 crystal Substances 0.000 claims description 3
- 238000000354 decomposition reaction Methods 0.000 claims description 3
- 230000003301 hydrolyzing effect Effects 0.000 claims description 3
- 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
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 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
- 235000013405 beer Nutrition 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Description
Verfahren zur Bierstellung eines acylerten Sulfonamides. Gegenstand vorliegenden Patentes ist ein Verfahren zur Herstellung eines acylierten Sulfonamides.
Das Verfahren ist dadurch gekennzeichnet, dass man ein substituiertes 4-Amino-benzolsuHonamid der Formel -
EMI0001.0009
in der R einen durch hydrolysierende Mittel abspaltbaren Rest bedeutet, durch Verseifung in 4 -Amino - Benzol - N1- (3'- methyl - inden- earboyl-[2'])-sulfonamid überführt.
Die neue Verbindung bildet farblose Kri stalle vom Zersetzungspunkt 233 . Sie soll als Arzneimittel Verwendung finden.
<I>Beispiel:</I> 10 Teile N-(4'-Amino-benzolsulfonyl)-3- methyl-indencarbonsäureamidin-(2) von, der Formel
EMI0001.0028
werden mit 100 Teilen 3,5 % iger Salzsäure 1A Stunde auf 90-100 erhitzt. Nach dem. Erkalten wird sodaalkalisch gestellt, filtriert und mit Essigsäure angesäuert.
Man erhält das 4-Amino-benzol-Nl-(3'-methyl-inden- carboyl-[2'])-sulfonamid. Aus Alkohol um kristallisiert bildet es. farblose Kristalle vom Zersetzungspunkt 233 .
Process for making beer from 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-benzenesu-monamide of the formula -
EMI0001.0009
in which R denotes a radical which can be split off by hydrolyzing agents, converted by saponification into 4-amino-benzene-N1- (3'-methyl-indene-earboyl- [2 ']) -sulfonamide.
The new compound forms colorless crystals from the decomposition point 233. It should be used as a medicine.
<I> Example: </I> 10 parts of N- (4'-Amino-benzenesulfonyl) -3-methyl-indenecarboxamide- (2) of, of the formula
EMI0001.0028
are heated to 90-100 for 1 hour with 100 parts of 3.5% hydrochloric acid. After this. Cooling is made alkaline with soda, filtered and acidified with acetic acid.
The 4-amino-benzene-Nl- (3'-methyl-indene-carboyl- [2 ']) sulfonamide is obtained. Recrystallized from alcohol it forms. colorless crystals with decomposition point 233.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH242523T | 1943-05-21 | ||
| CH239850T | 1944-03-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH242523A true CH242523A (en) | 1946-05-15 |
Family
ID=25728452
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH242523D CH242523A (en) | 1943-05-21 | 1943-05-21 | Process for the preparation of an acylated sulfonamide. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH242523A (en) |
-
1943
- 1943-05-21 CH CH242523D patent/CH242523A/en unknown
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