DE874903C - Process for the preparation of the thiosemicarbazones of ª † -oxy-butyraldehydes - Google Patents
Process for the preparation of the thiosemicarbazones of ª † -oxy-butyraldehydesInfo
- Publication number
- DE874903C DE874903C DED10408A DED0010408A DE874903C DE 874903 C DE874903 C DE 874903C DE D10408 A DED10408 A DE D10408A DE D0010408 A DED0010408 A DE D0010408A DE 874903 C DE874903 C DE 874903C
- Authority
- DE
- Germany
- Prior art keywords
- thiosemicarbazones
- oxy
- butyraldehydes
- preparation
- thiosemicarbazide
- 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
- 229940042396 direct acting antivirals thiosemicarbazones Drugs 0.000 title claims description 5
- 150000003584 thiosemicarbazones Chemical class 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical class C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 6
- BRWIZMBXBAOCCF-UHFFFAOYSA-N hydrazinecarbothioamide Chemical compound NNC(N)=S BRWIZMBXBAOCCF-UHFFFAOYSA-N 0.000 claims description 5
- 125000002081 peroxide group Chemical group 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- SRVJKTDHMYAMHA-WUXMJOGZSA-N thioacetazone Chemical compound CC(=O)NC1=CC=C(\C=N\NC(N)=S)C=C1 SRVJKTDHMYAMHA-WUXMJOGZSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung der Thiosemicarbazone@ von y-Oxy-butyraldehyden Es wurde gefunden, daB Tetrahydrofurane, die in 2-Stellung eine Peroxydgruppe tragen, mit Thiosemicarbazid zu spalten sind unter Bildung der Thiosemicarbazone von y-Oxy-butyraldehyden. Die Umsetzung gelingt z. B. schon durch Umsetzung von peroxydhaltigem Tetrahydrofuran mit Thiosemicarbazid.Process for the preparation of the thiosemicarbazones @ of y-oxy-butyraldehydes It has been found that tetrahydrofurans which have a peroxide group in the 2-position to be cleaved with thiosemicarbazide to form the thiosemicarbazones of y-oxy-butyraldehydes. The implementation succeeds z. B. by implementing peroxide-containing tetrahydrofuran with thiosemicarbazide.
Die so erhaltenen Thiosemicarbazone von y-Oxybutyraldehyden sollen selbst oder nach Umwandlung als Pharmazeutica Verwendung finden.The thiosemicarbazones of y-oxybutyraldehydes thus obtained are said to can be used as pharmaceuticals themselves or after conversion.
Beispiel Zu 9,1 Gewichtsteilen Thiosemicarbazid gibt man etwas mehr als die berechnete Menge peroxydhaltiges Tetrahydrofuran. Durch Kühlung achtet man darauf, daB die sofort einsetzende Reaktion, die sich durch Verfärbung des Reaktionsgemisches und Aufsteigen von Blasen zu erkennen gibt, nicht zu heftig wird. Nachdem die Hauptreaktion vorüber ist, wird noch i Stunde am RückfluBkühler erhitzt. Nach dem Erkalten des Reaktionsgemisches saugt man von dem ausgefallenen, nicht umgesetzten Thiosemicarbazid ab und destilliert dann das Lösungsmittel im Vakuum ab. Es hinterbleibt ein schwach gelb gefärbtes Öl, das beim Anreiben kristallin erstarrt.Example A little more is added to 9.1 parts by weight of thiosemicarbazide as the calculated amount of peroxide-containing tetrahydrofuran. By cooling one respects ensure that the reaction starts immediately and is characterized by the discoloration of the reaction mixture and the rising of bubbles indicates that it is not too violent. After the main reaction is over, it is refluxed for another hour. After the The reaction mixture is sucked from the precipitated, unreacted thiosemicarbazide and then the solvent is distilled off in vacuo. It leaves a weak yellow colored oil that solidifies in crystalline form when rubbed.
Ausbeute an trockenem Thiosemicarbazon des y-Oxy-butyraldehyds: 13 Gewichtsteile = 81 °/o der Theorie. Nach zweimaligem Umkristallisieren aus n-Butanol schmilzt die Verbindung bei 11q.,5°.Yield of dry thiosemicarbazone of γ-oxy-butyraldehyde: 13 Parts by weight = 81% of theory. After recrystallizing twice from n-butanol the compound melts at 11q., 5 °.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DED10408A DE874903C (en) | 1951-10-14 | 1951-10-14 | Process for the preparation of the thiosemicarbazones of ª † -oxy-butyraldehydes |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DED10408A DE874903C (en) | 1951-10-14 | 1951-10-14 | Process for the preparation of the thiosemicarbazones of ª † -oxy-butyraldehydes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE874903C true DE874903C (en) | 1953-04-27 |
Family
ID=7033262
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DED10408A Expired DE874903C (en) | 1951-10-14 | 1951-10-14 | Process for the preparation of the thiosemicarbazones of ª † -oxy-butyraldehydes |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE874903C (en) |
-
1951
- 1951-10-14 DE DED10408A patent/DE874903C/en not_active Expired
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