DE633344C - Process for the preparation of diacyldiaminodiphenylselenides - Google Patents

Process for the preparation of diacyldiaminodiphenylselenides

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Publication number
DE633344C
DE633344C DET44874D DET0044874D DE633344C DE 633344 C DE633344 C DE 633344C DE T44874 D DET44874 D DE T44874D DE T0044874 D DET0044874 D DE T0044874D DE 633344 C DE633344 C DE 633344C
Authority
DE
Germany
Prior art keywords
preparation
diacyldiaminodiphenylselenides
acetic anhydride
water
gives
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
DET44874D
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.)
ERNST THEOBALD DIPL ING
Original Assignee
ERNST THEOBALD DIPL ING
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 ERNST THEOBALD DIPL ING filed Critical ERNST THEOBALD DIPL ING
Priority to DET44874D priority Critical patent/DE633344C/en
Application granted granted Critical
Publication of DE633344C publication Critical patent/DE633344C/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C391/00—Compounds containing selenium
    • C07C391/02—Compounds containing selenium having selenium atoms 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 Diacyldialninodiphenylseleniden Nach dem Verfahren des Patents 631 572 erhält man ein Diaminodiphenylselenid, dessen Konstitution vermutlich durch folgende Formel ausgedrückt wird: Dieser Körper stellt nach der Reinigung weiße verfilzte Nädelchen vom Schmelzpunkt 117° dar. Es ist gefunden worden, daß man diesen Körper. acetylieren kann, wenn man ihn in kleinen Anteilen in Essigsäureanhydrid einbringt, wobei unter Erwärmung momentane Lösung eintritt. Das acetylierte Produkt scheidet sich alsbald als weiße Kristallmasse aus. Nach Verdünnen des Reaktionsgemisches mit Wasser wird das erhaltene Produkt abfiltriert, mit Wasser gut ausgewaschen und aus verdünntem Alkohol umkristallisiert. Man erhält weiße glänzende Blättchen vom Schmelzpunkt 2i9°. Der Körper ist nicht mehr diazotierbar, er ist in Wasser schwer löslich, unlöslich in Benzol -und Ligroin.Process for the preparation of diacyldialninodiphenylselenides The process of patent 631 572 gives a diaminodiphenylselenide, the constitution of which is presumably expressed by the following formula: After cleaning, this body turns out to be white matted needles with a melting point of 117 °. It has been found that this body can be found. can acetylate if it is introduced in small amounts in acetic anhydride, with instantaneous solution occurring when heated. The acetylated product soon separates out as a white crystal mass. After diluting the reaction mixture with water, the product obtained is filtered off, washed well with water and recrystallized from dilute alcohol. White, shiny flakes with a melting point of 219 ° are obtained. The body can no longer be diazotized, it is sparingly soluble in water, insoluble in benzene and ligroin.

Die Selenanälyse ergibt einen Wert von :22,60/,. Die Acetylgruppen werden nach einem Verfahren bestimmt, das auf der Umacylierung der Acetylverbindung in alkoholischer Lösung durch p-Toluolsulfonsäure und Titration des abdestillierten Essigesters nach voraufgegangener Verseifung beruht.The selenium analysis gives a value of: 22.60 / ,. The acetyl groups are determined by a method based on the transacylation of the acetyl compound in alcoholic solution by p-toluenesulfonic acid and titration of the distilled off Essigesters based after previous saponification.

o,2q.q_7 g ergeben 58,942 mg Acetyl. Gefunden Berechnet für (COCH3?2C"H"N,Se 2.%,2 % 24,'-l9 Hieraus ergibt sich für das acetylierte Produkt folgende Formel: An Stelle von Essigsäure kann das Reaktionsprodukt in gleicher Weise mit anderen organischen Carbonsäuren bzw. deren Chloriden behandelt werden.o.2q.q_7 g result in 58.942 mg acetyl. Found Calculated for (COCH3? 2C "H" N, Se 2.%, 2% 24, '- 19 This gives the following formula for the acetylated product: Instead of acetic acid, the reaction product can be treated in the same way with other organic carboxylic acids or their chlorides.

Die Verbindungen sollen für therapeutische Zwecke Verwendung finden.The compounds are intended to be used for therapeutic purposes.

Claims (2)

PATENTANSPRÜCHE: 1. Verfahren zur Herstellung von Diacyldiaminodiphenylseleniden, dadurch gekennzeichnet, daß man die nach dem Patent 631 572 entstehenden Produkte mit Essigsäureanhydrid behandelt. PATENT CLAIMS: 1. Process for the preparation of diacyldiaminodiphenylselenides, characterized in that the products obtained according to patent 631 572 are treated with acetic anhydride. 2. Abänderung des Verfahrens nach Anspruch 1, dadurch gekennzeichnet, daß man an Stelle von Essigsäureanhydrid andere organische Carbonsäuren bzw. deren Halogenide benutzt.2. Modification of the method according to claim 1, characterized in that instead of acetic anhydride, other organic Carboxylic acids or their halides are used.
DET44874D 1934-09-04 1934-09-04 Process for the preparation of diacyldiaminodiphenylselenides Expired DE633344C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DET44874D DE633344C (en) 1934-09-04 1934-09-04 Process for the preparation of diacyldiaminodiphenylselenides

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DET44874D DE633344C (en) 1934-09-04 1934-09-04 Process for the preparation of diacyldiaminodiphenylselenides

Publications (1)

Publication Number Publication Date
DE633344C true DE633344C (en) 1936-07-27

Family

ID=7561883

Family Applications (1)

Application Number Title Priority Date Filing Date
DET44874D Expired DE633344C (en) 1934-09-04 1934-09-04 Process for the preparation of diacyldiaminodiphenylselenides

Country Status (1)

Country Link
DE (1) DE633344C (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0198277A1 (en) * 1985-04-12 1986-10-22 A. Nattermann & Cie. GmbH Diseleno-bis-benzamides of primary and secondary amines, processes for their production and pharmaceutical preparations containing them

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0198277A1 (en) * 1985-04-12 1986-10-22 A. Nattermann & Cie. GmbH Diseleno-bis-benzamides of primary and secondary amines, processes for their production and pharmaceutical preparations containing them

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