CH237127A - Process for the preparation of 4-amino-benzenesulfondodecanoylamide. - Google Patents
Process for the preparation of 4-amino-benzenesulfondodecanoylamide.Info
- Publication number
- CH237127A CH237127A CH237127DA CH237127A CH 237127 A CH237127 A CH 237127A CH 237127D A CH237127D A CH 237127DA CH 237127 A CH237127 A CH 237127A
- Authority
- CH
- Switzerland
- Prior art keywords
- amino
- preparation
- benzenesulfondodecanoylamide
- group
- solution
- Prior art date
Links
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/81—Amides; Imides
- C07D213/82—Amides; Imides in position 3
-
- 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
- C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/45—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups at least one of the singly-bound nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom, e.g. N-acylaminosulfonamides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Terfahren zur Herstellung von 4-Amino-benzolsulfondodelianoylamid. Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung von 4-Amino- benzolsulfondodekanoylamid, das dadurch ge kennzeichnet ist, dass man ein Benzolsulfon- dodekanoylamid, das in 4-Stellung zur Sul- fondodekanoylamidgruppe eine durch Reduk tion in die Aminogruppe überführbare Gruppe enthält, mit einem reduzierenden Mittel be handelt.
Solche in die Aminogruppe überführbare Gruppen sind die Nitro-, Nitroso-, Azo-, Hydrazo-, Azoxy-, Benzylamino-, Carbo- benzyloxyamino- und dergleichen Gruppen.
<I>Beispiel:</I> 20,2 g 4-Nitro-benzolsulfonamid werden in 250 cm@ Pyridin gelöst und zu der Lösung bei einer Temperatur von 20 bis ä0 unter Rühren allmählich 21,9 g Dodekanoylchlorid zugegeben. Nach völligem Eintragen wird die Lösung eine Stunde auf 70 bis 80 er wärmt, dann abgekühlt und in verdünnte Salzsäure eingerührt. Der entstandene Nie- derschlag wird abgesaugt, mit Wasser aus gewaschen, zwecks Reinigung in verdünnter Natriumkarbonatlösung aufgenommen, die Lösung mit Tierkohle behandelt, abgesaugt und das Filtrat angesäuert.
Das auf diese Weise erhaltene Nitroprodukt wird in 5 % igem Ammoniak gelöst und Schwefelwas serstoff bis zur Sättigung eingeleitet. Die zur Trockne eingeengte Lösung wird mit Wasser aufgenommen und das 4-Amino- benzolsulfondodekanoylamid durch Zusatz von Essigsäure gefällt. Smp. 127 bis 129,5 (aus 80%igem Alkohol).
Die Verbindung ist identisch mit der jenigen des schweiz. Patentes Nr. 222969 und kann ebenfalls als Arzneimittel sowie als Zwischenprodukt zur Herstellung von Arzneimitteln und andern technisch wert vollen Substanzen Verwendung finden.
The process for the preparation of 4-amino-benzenesulfondodelianoylamide. The present patent relates to a process for the preparation of 4-amino benzenesulfondodecanoylamide, which is characterized in that a benzenesulfonododecanoylamide which contains a group which can be converted into the amino group by reduction in the 4-position to the sulfondodecanoylamide group a reducing agent treats.
Such groups which can be converted into the amino group are the nitro, nitroso, azo, hydrazo, azoxy, benzylamino, carbobenzyloxyamino and the like groups.
<I> Example: </I> 20.2 g of 4-nitro-benzenesulfonamide are dissolved in 250 cm @ pyridine and 21.9 g of dodecanoyl chloride are gradually added to the solution at a temperature of 20 to -0 with stirring. After complete entry, the solution is heated to 70 to 80 for one hour, then cooled and stirred into dilute hydrochloric acid. The resulting precipitate is suctioned off, washed out with water, taken up in dilute sodium carbonate solution for cleaning purposes, the solution treated with animal charcoal, suctioned off and the filtrate acidified.
The nitro product obtained in this way is dissolved in 5% ammonia and hydrogen sulfide is passed in until it is saturated. The solution, which has been concentrated to dryness, is taken up with water and the 4-aminobenzenesulfondodecanoylamide is precipitated by adding acetic acid. M.p. 127 to 129.5 (from 80% alcohol).
The connection is identical to that of Switzerland. Patent No. 222969 and can also be used as a drug and as an intermediate product for the production of drugs and other technically valuable substances.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE237127X | 1938-02-02 | ||
CH231060T | 1939-01-19 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH237127A true CH237127A (en) | 1945-03-31 |
Family
ID=25727528
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH237127D CH237127A (en) | 1938-02-02 | 1939-01-19 | Process for the preparation of 4-amino-benzenesulfondodecanoylamide. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH237127A (en) |
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1939
- 1939-01-19 CH CH237127D patent/CH237127A/en unknown
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