DE742428C - Process for the representation of Adermin - Google Patents

Process for the representation of Adermin

Info

Publication number
DE742428C
DE742428C DEH169722D DEH0169722D DE742428C DE 742428 C DE742428 C DE 742428C DE H169722 D DEH169722 D DE H169722D DE H0169722 D DEH0169722 D DE H0169722D DE 742428 C DE742428 C DE 742428C
Authority
DE
Germany
Prior art keywords
adermin
representation
methyl
oxymethylpyridine
treated
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
DEH169722D
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.)
F Hoffmann La Roche AG
Original Assignee
F Hoffmann La Roche 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 F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Application granted granted Critical
Publication of DE742428C publication Critical patent/DE742428C/en
Expired legal-status Critical Current

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Description

Verfahren zur Darstellung von Adermin Nach dem Hauptpatent 732 238 wird Vitamin BO (_Adermin) dadurch gewonnen, daß man ein 2 - Methyl - 3 - carbalkoxyaminoq. - phenoxymethyl - 5 - oxymethylpyridin zunächst mit Bromwasserstoff behandelt, das entstandene bromhaltigo Zwischenprodukt mit Wasser kocht und anschließend mit salpetriger Säure oder solchen Stoffen, welche geeignet sind, salpetrige Säure zu entwickeln, bei erhöhter Temperatur umsetzt.Process for the representation of Adermin According to the main patent 732 238 Vitamin BO (_Adermin) is obtained by using a 2 - methyl - 3 - carbalkoxyaminoq. - phenoxymethyl - 5 - oxymethylpyridine first treated with hydrogen bromide, the The resulting bromine-containing intermediate is boiled with water and then with nitrous Acid or such substances, which are likely to develop nitrous acid, Reacts at elevated temperature.

Es wurde nun gefunden, daß man Ad'ermin aus der gleichen Ausgangsverbindung in glatter Reaktion erhalten kann, wenn man das 2 - Methyl - 3-carbalkoxyamino-q.-phenoxymethyl-5-o@xymethylpyridin mit Chlorw asserstoffsäure behandelt und das entstandene chlorhaltige Zwischenprodukt d'iazotiert und verkocht. Insbesondere hat es sich als zweckmäßig erwiesen, die Diazotierung mit Silbernitrit vorzunehmen. Beispiel 2 - Methyl - 3 - carbäthoxyamino - q. - phenoxymethyl-5-oxymethylpyridin wird im Verhältnis von 72 : iooo Teilen mit 2,5°Joiger wässeriger Chlorwasserstoffsäure versetzt und im Druckgefäß während mehreren Stunden bei i8o° gehalten. Das Umsetzungsgemisch ist bräunlich gefärbt und kann mit Tierkohle entfärbt werden. Man gibt 36 Teile Silbernitrit zu und erwärmt das Gemisch unter Rühren auf etwa 8o°. Das gebildete Silberchlorid wird abfiltriert; aus dem Filtrat scheidet sich beim Einengen das Adermin kristallin ab.It has now been found that Ad'ermin can be obtained from the same starting compound can be obtained in a smooth reaction if the 2 - methyl - 3-carbalkoxyamino-q.-phenoxymethyl-5-o@xymethylpyridine Treated with hydrochloric acid and the resulting chlorine-containing intermediate d'iazotized and overcooked. In particular, it has proven to be useful that the Make diazotization with silver nitrite. Example 2 - methyl - 3 - carbethoxyamino - q. - phenoxymethyl-5-oxymethylpyridine is used in a ratio of 72: 100 parts mixed with 2.5 ° Joiger aqueous hydrochloric acid and in the pressure vessel during held at 180 ° for several hours. The reaction mixture is brownish in color and can be decolorized with animal charcoal. 36 parts of silver nitrite are added and the mixture is heated the mixture with stirring to about 80 °. The silver chloride formed is filtered off; The Adermin separates out in crystalline form from the filtrate when it is concentrated.

Claims (2)

"PATENTANSPRÜCHE: _. I.:\Terfahren zur Darstellung von Adermin, dadurch gekennzeichnet, daß in Abänderung des Verfahrens des Patents 73:2:238 ein 2-Methyl-3-carbalkoxyamino-4-phenox3-methyl-S-oxymethylpyridin mit Chlorwasserstoff behandelt und <las gebildete Zwischenprodukt dianotiert und verkocht wird. "PATENT CLAIMS: _. I.:\ Experienced in the representation of Adermin, thereby characterized in that in modification of the method of patent 73: 2: 238 a 2-methyl-3-carbalkoxyamino-4-phenox3-methyl-S-oxymethylpyridine treated with hydrogen chloride and dianotized the intermediate product formed and is cooked. 2. Verfahren zur Darstellung von Aderurin nach Patentanspruch r, dadurch gekennzeichnet, daß zur Dianotierung Silbernitrit verwendet wird.2. Method for the preparation of vein urine according to claim r, characterized in that silver nitrite is used for dianotization.
DEH169722D 1942-02-20 1942-10-18 Process for the representation of Adermin Expired DE742428C (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH742428X 1942-02-20

Publications (1)

Publication Number Publication Date
DE742428C true DE742428C (en) 1943-12-10

Family

ID=4533262

Family Applications (1)

Application Number Title Priority Date Filing Date
DEH169722D Expired DE742428C (en) 1942-02-20 1942-10-18 Process for the representation of Adermin

Country Status (1)

Country Link
DE (1) DE742428C (en)

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