DE466441C - Process for the preparation of naphthalene-1íñ5-disulfochloride - Google Patents

Process for the preparation of naphthalene-1íñ5-disulfochloride

Info

Publication number
DE466441C
DE466441C DEC37493D DEC0037493D DE466441C DE 466441 C DE466441 C DE 466441C DE C37493 D DEC37493 D DE C37493D DE C0037493 D DEC0037493 D DE C0037493D DE 466441 C DE466441 C DE 466441C
Authority
DE
Germany
Prior art keywords
naphthalene
preparation
disulfochloride
chlorosulfonic acid
zoo
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
DEC37493D
Other languages
German (de)
Inventor
Dr Bodo Klarmann
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie AG
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 IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to DEC37493D priority Critical patent/DE466441C/en
Application granted granted Critical
Publication of DE466441C publication Critical patent/DE466441C/en
Expired legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/02—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
    • C07C303/04—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups
    • C07C303/08—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups by reaction with halogenosulfonic acids

Description

Verfahren zur Darstellung von Naphthalin-1 - 5-disulfochlorid Seit den Arbeiten von A r m s t r o n g und W yn n e (Proc. Chem. S(:c. 1887, Seite 146) ist bekannt, daß bei der Einwirkung von Chlorsulfonsäure auf Naphthalin mehrere Sulfosäuren entstehen können. Eine unmittelbare Sulfochloridbildung wurde dabei aber nicht beobachtet; auch spätere Autoren erwähnen deren Bildung nicht.Process for the preparation of naphthalene-1-5-disulfochloride Since the work of Armstrong and Wynne (Proc. Chem. S (: c. 1887, page 146) it has been known that the action of chlorosulfonic acid on naphthalene gives rise to several sulfonic acids However, no direct formation of sulfochloride was observed, and later authors do not mention their formation either.

Es wurde nun gefunden, daß die Herstellung des Chlorids der z # 5-Disulfosäure in sehr guterAusbeute gelingt,wenn man mindestens q. M01. Chlorsulfonsäure auf z Mol. Naphthalin bei Temperaturen unterhalb zoo° einwirken läßt.It has now been found that the preparation of the chloride of z # 5-disulfonic acid in very good yield if you have at least q. M01. Chlorosulfonic acid on z Mol. Naphthalene can act at temperatures below zoo °.

Beispiel. -Man trägt bei gewöhnlicherTemperatur unter Rühren zoo Teile gepulvertes Naphthalin in kleinen Anteilen in ,4oo Teile Chlorsulfonsäure ein und hält die Temperatur auf 3o bis d.o° bis zur Beendigung der Chlorwasserstoffentwicklung. Nach etwa 15stündigem Stehen gießt man das Reaktionsgemisch auf Eis und filtriert den ausgeschiedenenKristallbrei ab. Das rötliche Rohprodukt schmilzt, aus Benzol umkristallisiert, bei 183' (unkorr.) und besitzt den theoretisch erforderlichen Chlorgehalt von 21,8 Prozent Chlor.Example. - One carries zoo parts at normal temperature while stirring powdered naphthalene in small proportions in. 400 parts of chlorosulfonic acid and keeps the temperature at 3o to d.o ° until the evolution of hydrogen chloride has ended. After about 15 hours of standing, the reaction mixture is poured onto ice and filtered the precipitated crystal pulp. The reddish crude product melts, from benzene recrystallized, at 183 '(uncorr.) and has the theoretically required Chlorine content of 21.8 percent chlorine.

Gegenüber den seitherigen Verfahren, bestehend in der Einwirkung von Phosphorpentachlorid auf die getrockneten Natriumsalze der Naphthalindisulfosäuren, bedeutet das Verfahren gemäß der Erfindung eine ganz wesentliche Vereinfachung.Compared to the previous proceedings, consisting in the action of Phosphorus pentachloride on the dried sodium salts of naphthalene disulphonic acids, the method according to the invention means a very substantial simplification.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von Naphthalin - r # 5 - disulfochlorid, dadurch gekennzeichnet, daß man mindestens a Mol. Chlorsulfonsäure auf z Mol. Naphthalin bei Temperaturen unterhalb zoo° einwirken läßt. PATENT CLAIM: Process for the preparation of naphthalene - r # 5 - disulfochloride, characterized in that at least a mole of chlorosulfonic acid is allowed to act on z mole of naphthalene at temperatures below zoo °.
DEC37493D 1925-11-24 1925-11-24 Process for the preparation of naphthalene-1íñ5-disulfochloride Expired DE466441C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEC37493D DE466441C (en) 1925-11-24 1925-11-24 Process for the preparation of naphthalene-1íñ5-disulfochloride

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEC37493D DE466441C (en) 1925-11-24 1925-11-24 Process for the preparation of naphthalene-1íñ5-disulfochloride

Publications (1)

Publication Number Publication Date
DE466441C true DE466441C (en) 1928-10-08

Family

ID=7022837

Family Applications (1)

Application Number Title Priority Date Filing Date
DEC37493D Expired DE466441C (en) 1925-11-24 1925-11-24 Process for the preparation of naphthalene-1íñ5-disulfochloride

Country Status (1)

Country Link
DE (1) DE466441C (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE748003C (en) * 1939-04-29 1944-10-23 Process for the production of naphthalene polysulphochlorides
US2827487A (en) * 1953-06-30 1958-03-18 Monsanto Chemicals Preparation of 1, 5-naphthalene disulfonyl chloride
DE1074036B (en) * 1960-01-28 The General Tire S. Rubber Company, Akron, Ohio (V. St. A.) Process for the preparation of pure naphthalene-1,5-disulfonic acid chloride

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1074036B (en) * 1960-01-28 The General Tire S. Rubber Company, Akron, Ohio (V. St. A.) Process for the preparation of pure naphthalene-1,5-disulfonic acid chloride
DE748003C (en) * 1939-04-29 1944-10-23 Process for the production of naphthalene polysulphochlorides
US2827487A (en) * 1953-06-30 1958-03-18 Monsanto Chemicals Preparation of 1, 5-naphthalene disulfonyl chloride

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