DE430624C - Process for the preparation of 4-halo-1-oxynaphthalene-8-sulfamides - Google Patents

Process for the preparation of 4-halo-1-oxynaphthalene-8-sulfamides

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Publication number
DE430624C
DE430624C DEG64020D DEG0064020D DE430624C DE 430624 C DE430624 C DE 430624C DE G64020 D DEG64020 D DE G64020D DE G0064020 D DEG0064020 D DE G0064020D DE 430624 C DE430624 C DE 430624C
Authority
DE
Germany
Prior art keywords
preparation
halo
oxynaphthalene
sulfamides
parts
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
DEG64020D
Other languages
German (de)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Chemische Ind Ges
GESELLSCHAFT fur CHEMISCHE INDUSTRIE
BASF Schweiz AG
Original Assignee
Chemische Ind Ges
GESELLSCHAFT fur CHEMISCHE INDUSTRIE
Gesellschaft fuer Chemische Industrie in Basel CIBA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Chemische Ind Ges, GESELLSCHAFT fur CHEMISCHE INDUSTRIE, Gesellschaft fuer Chemische Industrie in Basel CIBA filed Critical Chemische Ind Ges
Application granted granted Critical
Publication of DE430624C publication Critical patent/DE430624C/en
Expired legal-status Critical Current

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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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

Verfahren zur Herstellung von 4-Halogen-l-oxynaphthalin-8-sulfamiden. Durch das Hauptpatent 407003 ist ein Verfahren zur Herstellung des i-Oxvnaphthalin-S-sulfainids geschützt, «-elches darin besteht, claß man auf i, S-\aphilisulton Ammoniak einwirken läßt und das Reaktionsprodukt auf Grund seiner Unlöslichkeit in verdünntem Anmoniak, Alkalicarbonaten,. Wasser und Säuren aus dein Reaktionsgemisch abscheidet.Process for the preparation of 4-halo-1-oxynaphthalene-8-sulfamides. The main patent 407003 describes a process for the preparation of i-Oxvnaphthalin-S-sulfainids protected, "-which consists in letting one act upon i, s-aphilisultone ammonia and the reaction product due to its insolubility in dilute ammonia, Alkali carbonates ,. Separates water and acids from your reaction mixture.

In weiterer Ausbildung dieses Verfahrens wurde nun gefunden. claß man zu den bisher unbekannten 4-Halogen-i-oxvnaphthalin-S-sulfarniden gelangen kann, wenn man auf die 4-Haiogennaphthsultone Ammoniak bzw. aminoniakabgebende 'Mittel einwirken läßt und das Reaktionsprodukt auf Grund seiner Unlöslichkeit in verdünntem Ammoniak, Alkalicarbonaten, Wasser und Säuren aus dein Reaktionsgeinisch abscheidet. Beispiel i.In further training this process has now been found. class one can get to the previously unknown 4-halo-i-oxvnaphthalene-S-sulfarnides, if one uses the 4-Haiogennaphthsultone ammonia or aminonia-giving 'means can act and the reaction product due to its insolubility in dilute Ammonia, alkali carbonates, water and acids are separated from your reaction mixture. Example i.

24o Teile 4-Clilor-i. £-naphthsulton werden so lange mit 4ooTeilen konzentriertem wässerigen Ammoniak gerührt, his eine Probe sich in kalter verdünnter Natronlauge klar löst. Durch Zusatz von viel Wasser wird das 4-Chlor-i-oxvnaphthalin-S-salfaniid ausgeschieden. Es bildet ein helles Pulver, das sich in verdünnter Natronlauge und in konzentriertem wässerigen Ainnioniak löst und aus diesen Lösungen durch Ansäuern ausgefällt wird. Durch L'mlösen aus iNlethvlalkohol wird es in Kristallen vom Siedepunkt 22t° erhalten. Das in gleicherweise aus 4-Broni-i, 8-naphtlisulton herstellbare 4-Brom-i-oxvnaphthalin-S-sulfamid schmilzt-bei 2o4°. Beispiel e. 237 Teile 4-Cliiornaplithsulton, 3oo Teile Ammoniumcarbonat, 3ooo Teile Wasser werden so lange bei etwa 25 bis 30° zusammengerührt. his die Kohlensäureentwickelung nachgelassen hat. Dann erwärmt man allinählich bis auf 70° und hierauf noch einige Zeit (zweckmäßig in einem geschlossenen Gefäß) bei So bis 9o°, bis eine Probe in verdünnter 'Natronlauge vollständig löslich ist. Das gebildete 4-Chlor-i-ox@Inaphthalin-S-sulfamid wird hierauf wie im vorigen Beispiel abgeschieden.24o parts 4-Clilor-i. £ -naphthsulton are so long with 400 parts concentrated aqueous ammonia until a sample is diluted in cold Sodium hydroxide solution dissolves clearly. By adding a lot of water, the 4-chloro-i-oxynaphthalene-S-salfaniid becomes eliminated. It forms a light-colored powder that dissolves in dilute sodium hydroxide and dissolves in concentrated aqueous ammonia and from these solutions by acidification is precipitated. By dissolving in ethyl alcohol it becomes boiling point in crystals 22t ° received. That which can be produced in the same way from 4-Broni-i, 8-naphtlisulton 4-Bromo-i-oxy-naphthalene-S-sulfamide melts at 2o4 °. Example e. 237 parts of 4-Cliiornaplithsulton, 300 parts of ammonium carbonate and 300 parts of water are kept at about 25 to 30 ° for this period stirred together. until the development of carbonic acid has subsided. Then warmed up one almost all the way up to 70 ° and then for some time (expediently in a closed Vessel) at Sun to 90 °, until a sample is completely soluble in dilute sodium hydroxide solution is. The 4-chloro-i-ox @ inaphthalene-S-sulfamide formed is then as in the previous one Example deposited.

Claims (1)

PATENT-ANsPRucH Abänderung des durch Patent 407003 geschützten Verfahrens zur Herstellung von i-Oxvnaphtlialin-S-suifamid, darin bestehend, daß man zwecks Herstellung von 4-Halogen-i-oxvnaplithalin-S-sulfainiden an Stelle des i, S-Naphtlisultons dessen 4-Halogensubstitutionsprodukte verwendet.PATENT CLAIM Modification of the process protected by patent 407003 for the preparation of i-Oxvnaphtlialin-S-suifamid, consisting in that for the purpose of Preparation of 4-halo-i-oxvnaplithalin-S-sulfainiden in place of the i, S-naphthisultone its 4-halogen substitution products are used.
DEG64020D 1924-05-21 1925-04-12 Process for the preparation of 4-halo-1-oxynaphthalene-8-sulfamides Expired DE430624C (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH430624X 1924-05-21

Publications (1)

Publication Number Publication Date
DE430624C true DE430624C (en) 1926-06-19

Family

ID=4514942

Family Applications (1)

Application Number Title Priority Date Filing Date
DEG64020D Expired DE430624C (en) 1924-05-21 1925-04-12 Process for the preparation of 4-halo-1-oxynaphthalene-8-sulfamides

Country Status (1)

Country Link
DE (1) DE430624C (en)

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