DE476533C - Process for the preparation of ª ‰ -aminoaethylurea - Google Patents
Process for the preparation of ª ‰ -aminoaethylureaInfo
- Publication number
- DE476533C DE476533C DER65128D DER0065128D DE476533C DE 476533 C DE476533 C DE 476533C DE R65128 D DER65128 D DE R65128D DE R0065128 D DER0065128 D DE R0065128D DE 476533 C DE476533 C DE 476533C
- Authority
- DE
- Germany
- Prior art keywords
- preparation
- ethylenediamine
- aminoaethylurea
- water
- acid
- 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
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung von p-Aminoäthylharnstoff Einsäurige Salze des Äthylendiamins sind iiielit bekannt. Auch bei Behandlung mit Verbindungen, welche sich mit Aminogruppen umsetzen, reagiert Äthylendiamin, wciiii es nicht in großem überschuß angewendet wird, dein Schrifttum zufolge nur in der Weise, daß beide Aminoreste gleichzeitig angegriffen werden. (Vgl. z. B. die in Liebigs Annalen iig [1861], S. 349 beschriebene Einwirkung von Silbercyanat auf salzsatires Äthylendiamin.) Es wurde nun der überraschende Befund -ei-nacht, daß man bei Behandlung von Äthylendiamin mit je i Mol. Säure und Alkalicyanat bei gewöhnlicher Temperatur glatt und mit guter Ausbeute zu Arainoäthylharnstoff gelangt. Der zu erwartende Diaminoäthylharnstoff entsteht hierbei dagegen nur in ganz untergeordneter Menge. Es ist daher möglich, den als Zwischenprodukt für die Herstellung therapeutischer Mittel in Betracht kommenden Stoff auf diese Weise in guter Ausbeute zu gewinnen.Process for the preparation of p-aminoethylurea Mono-acid salts of ethylenediamine are widely known. Even when treated with compounds which react with amino groups, ethylenediamine reacts, because it is not used in large excess, according to your literature only in such a way that both amino radicals are attacked at the same time. (See, for. Example. The action of silver cyanate in salt satires ethylenediamine described in Liebigs Annalen iig [1861], page 349.) It has now night -ei-the surprising finding that in the treatment of ethylenediamine with j ei Mol. Acid and alkali metal cyanate can be obtained smoothly and with good yield at ordinary temperature to give arainoäthylurea. The expected diaminoethyl urea, on the other hand, is only produced in a very minor amount. It is therefore possible to obtain the substance which is suitable as an intermediate for the production of therapeutic agents in this way in good yield.
B e i s p i e 1 i Teil 85prozentiges Äthylendiamin wird mit äquiniolekularen Mengen Salzsäure und 1,15 Teilen Kaliumeyanat in konzentrierte'r wäßriger Lösung einige Zeit auf dem Wasserbad erwärmt.- Schließlich engt man im Vakuum vollständig zur Trockne ein. Dein Rückstand entzieht man die Base durch Aufnehmen init abs. Alkohol, der sie beim Verdunsten als Öl hinterläßt. Man nimmt dieses mit Wasser auf, macht mit Salzsäure schwach sauer und engt im Vakuum wieder zur Trockne ein. Das zurückbleibende Chlorhydrat kann durch Auflösen in wenig Wasser und durch Zusatz von Alkohol in dicken Prismen erhalten werden. Es ist in Wasser sehr leicht löslich, in Alkohol unlöslich, Schmelzpunkt 139 bis i4o'. Die freie Base wird daraus auf übliche Weise gewonnen.B ice p e i 1 part 85prozentiges ethylenediamine is some time erwärmt.- with äquiniolekularen amounts of hydrochloric acid and 1.15 parts Kaliumeyanat konzentrierte'r in aqueous solution on the water bath Finally completely concentrated to dryness in vacuo. The base is removed from your residue by taking up the abs. Alcohol, which it leaves behind as an oil when it evaporates. This is taken up in water, made weakly acidic with hydrochloric acid and concentrated to dryness again in vacuo. The remaining hydrochloride can be obtained in thick prisms by dissolving it in a little water and adding alcohol. It is very easily soluble in water, insoluble in alcohol, melting point 139 to 14o '. The free base is obtained therefrom in the usual way.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DER65128D DE476533C (en) | 1925-08-16 | 1925-08-16 | Process for the preparation of ª ‰ -aminoaethylurea |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DER65128D DE476533C (en) | 1925-08-16 | 1925-08-16 | Process for the preparation of ª ‰ -aminoaethylurea |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE476533C true DE476533C (en) | 1929-05-21 |
Family
ID=7412561
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DER65128D Expired DE476533C (en) | 1925-08-16 | 1925-08-16 | Process for the preparation of ª ‰ -aminoaethylurea |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE476533C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3137697A (en) * | 1962-03-19 | 1964-06-16 | Shell Oil Co | Tetrahydropyrimidinone production |
-
1925
- 1925-08-16 DE DER65128D patent/DE476533C/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3137697A (en) * | 1962-03-19 | 1964-06-16 | Shell Oil Co | Tetrahydropyrimidinone production |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE365683C (en) | Process for the preparation of keto derivatives of the morphine series | |
| DE476533C (en) | Process for the preparation of ª ‰ -aminoaethylurea | |
| DE705836C (en) | Process for fixing tanning agents in leather | |
| DE357751C (en) | Process for the preparation of a derivative of 4-dimethylamino-1-phenyl-2,3-dimethyl-5-pyrazolone which is readily soluble in water | |
| DE593258C (en) | Process for the preparation of salts of bile acids | |
| DE713079C (en) | Process for the preparation of clusters of 4-aminobenzenesulfonamides | |
| DE357753C (en) | Process for the preparation of a quinine derivative | |
| US1399604A (en) | Quinin silver-phosphate composition and process of making same | |
| DE479016C (en) | Process for the production of choline monoborate | |
| DE548512C (en) | Process for the production of easily soluble compounds of sulfosalicylic acid with silver or gold protein | |
| DE516970C (en) | Process for the preparation of mixtures of monopotassium and monoammonium orthophosphate | |
| DE702185C (en) | hen calcium double salts of ascorbic acid | |
| DE601268C (en) | Process for the production of durable solutions of glyceric acid calcium suitable for injection | |
| DE457526C (en) | Process for the production of arsenic-containing thioureas | |
| DE559328C (en) | Process for the production of complex compounds of trivalent iron | |
| DE374097C (en) | Process for the production of double compounds from caffeine which are easily soluble in water | |
| DE458837C (en) | Process for the preparation of an aqueous solution of hexamethylenetetramine silver nitrate suitable for injections | |
| DE498231C (en) | Process for the extraction of toxic irritants | |
| DE619386C (en) | Process for preventing harmful lime soap formation in treatment baths containing soap or turkish rotoel | |
| DE722408C (en) | Process for the production of a neutral complex thorium sodium tartrate | |
| DE881858C (en) | Process for the preparation of solutions of sulfathiourea | |
| DE519053C (en) | Process for the preparation of salts of camphoric acid with scopolamine, hyoscyamine and atropine | |
| AT137885B (en) | Process for the preparation of double compounds of calcium or strontium with mono-, di- or trimethylxanthines and organic acids. | |
| DE637792C (en) | Process for the production of durable solutions of complex lead salts | |
| DE617772C (en) | Process for the production of alkali and halogen-free salt substitutes |