CH242528A - Process for the preparation of an acylated sulfonamide. - Google Patents
Process for the preparation of an acylated sulfonamide.Info
- Publication number
- CH242528A CH242528A CH242528DA CH242528A CH 242528 A CH242528 A CH 242528A CH 242528D A CH242528D A CH 242528DA CH 242528 A CH242528 A CH 242528A
- Authority
- CH
- Switzerland
- Prior art keywords
- sulfonamide
- naphthalene
- preparation
- methyl
- acylated
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 6
- 229940124530 sulfonamide Drugs 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 4
- 150000003456 sulfonamides Chemical class 0.000 title claims description 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 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
- 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
- SWBLLSQMOMPTMC-UHFFFAOYSA-N naphthalene-2-sulfonamide Chemical class C1=CC=CC2=CC(S(=O)(=O)N)=CC=C21 SWBLLSQMOMPTMC-UHFFFAOYSA-N 0.000 claims description 2
- 238000007127 saponification reaction Methods 0.000 claims description 2
- -1 2-naphthalene-sulfonyl Chemical group 0.000 claims 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
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (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 2-Naphthalin-sulfonamid der Formel
EMI0001.0008
in der R einen durch hydrolysierende Mittel abspaltbaren Rest bedeutet, durch Verseifung in 2-Naphthalin-N-(p-methyl-benzoyl)-sul- fonamid überführt.
Die neue Verbindung bildet farblose Kri- stalle vom Schmelzpunkt 166-168 . Sie soll als Arzneimittel Verwendung finden.
<I>Beispiel:</I> 10 Teile N-(2-Naphthalin -sidfonyl)-p- methyl-benzamidin und der Formel
EMI0001.0027
werden mit 100 Teilen 15%iger Salzsäure 4 Stunden auf 90-100 erhitzt. Nach dem Erkalten wird sodaalkalisch gestellt, filtriert und mit Essigsäure angesäuert. Man erhält das 2-Naphthalin-N-(p-methyl-benzoyl)-sul- fonamid. Aus Alkohol umkristallisiert bildet es farblose Kristalle. vom Schmelzpunkt 166-168 .
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 2-naphthalene sulfonamide of the formula
EMI0001.0008
in which R denotes a radical that can be split off by hydrolyzing agents, converted into 2-naphthalene-N- (p-methyl-benzoyl) -sulfonamide by saponification.
The new compound forms colorless crystals with a melting point of 166-168. It should be used as a medicine.
<I> Example: </I> 10 parts of N- (2-naphthalene -sidfonyl) -p-methyl-benzamidine and the formula
EMI0001.0027
are heated to 90-100 for 4 hours with 100 parts of 15% hydrochloric acid. After cooling, it is made alkaline with soda, filtered and acidified with acetic acid. The 2-naphthalene-N- (p-methyl-benzoyl) -sulfonamide is obtained. Recrystallized from alcohol, it forms colorless crystals. from melting point 166-168.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH242528T | 1943-05-21 | ||
| CH239850T | 1944-03-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH242528A true CH242528A (en) | 1946-05-15 |
Family
ID=25728457
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH242528D CH242528A (en) | 1943-05-21 | 1943-05-21 | Process for the preparation of an acylated sulfonamide. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH242528A (en) |
-
1943
- 1943-05-21 CH CH242528D patent/CH242528A/en unknown
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