CH261815A - Process for the preparation of a substituted 2,4-diamino-1,3,5-triazine. - Google Patents
Process for the preparation of a substituted 2,4-diamino-1,3,5-triazine.Info
- Publication number
- CH261815A CH261815A CH261815DA CH261815A CH 261815 A CH261815 A CH 261815A CH 261815D A CH261815D A CH 261815DA CH 261815 A CH261815 A CH 261815A
- Authority
- CH
- Switzerland
- Prior art keywords
- triazine
- hydrogen
- diamino
- substituted
- preparation
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 8
- 238000002360 preparation method Methods 0.000 title claims description 4
- VZXTWGWHSMCWGA-UHFFFAOYSA-N 1,3,5-triazine-2,4-diamine Chemical class NC1=NC=NC(N)=N1 VZXTWGWHSMCWGA-UHFFFAOYSA-N 0.000 title description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 239000003638 chemical reducing agent Substances 0.000 claims description 4
- 239000013078 crystal Substances 0.000 claims description 4
- VGCRQLSQCHXMIS-UHFFFAOYSA-N 2-n,2-n-diethyl-1,3,5-triazine-2,4-diamine Chemical compound CCN(CC)C1=NC=NC(N)=N1 VGCRQLSQCHXMIS-UHFFFAOYSA-N 0.000 claims description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 3
- 239000003054 catalyst Substances 0.000 claims description 3
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims description 3
- 229910000043 hydrogen iodide Inorganic materials 0.000 claims description 3
- 238000002844 melting Methods 0.000 claims description 3
- 230000008018 melting Effects 0.000 claims description 3
- 229910001385 heavy metal Inorganic materials 0.000 claims description 2
- DJCBGYVZPJWPTD-UHFFFAOYSA-N 2h-1,3,5-triazine-1,6-diamine Chemical class NN1CN=CN=C1N DJCBGYVZPJWPTD-UHFFFAOYSA-N 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- IKPKORYHXFIOSN-UHFFFAOYSA-N 6-chloro-2-n,2-n-diethyl-1,3,5-triazine-2,4-diamine Chemical class CCN(CC)C1=NC(N)=NC(Cl)=N1 IKPKORYHXFIOSN-UHFFFAOYSA-N 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
- 239000000292 calcium oxide Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- ACXCKRZOISAYHH-UHFFFAOYSA-N molecular chlorine hydrate Chemical compound O.ClCl ACXCKRZOISAYHH-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
Landscapes
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Description
Verfahren zur Herstellung eines substituierten 2,4-Diamino-1,395-triazins. Gegenstand vorliegenden Patentes bildet ein Verfahren zur Herstellung eines neuen, substituierten 2,4-Diamino-1,3,5-triazins. Das Verfahren ist dadurch gekennzeichnet, dass man im 2-Amino-4-diäthylamino-6-halogen- 1,3,5-triazin das Halogenatom mit reduzieren den Mitteln, wie z. B. Jodwasserstoff, Zink staub oder Wasserstoff in Gegenwart eines Schwermetallkatalysators, durch Wasserstoff ersetzt.
Die erhaltene neue Base, das 2-Amino- 4-diäthylamino-1,3,5-triazin, bildet farblose, glänzende Kristalle vom Schmelzpunkt 1700. Es soll als Heilmittel oder Zwischenprodukt für Heilmittel verwendet werden.
<I>Beispiel:</I> 20,15 g scharf getrockneten und fein pul verisierten 2-Amino-4-diäthylamino-6-chlor- 1,3,5-triazins werden mit 2,8 g Calciumoxyd gut vermischt, in 200 cm-' Dioxan aufge schlämmt und in Gegenwart eine Pd-CaC03 Katalysators unter Schütteln bei 25 bis 300 Wasserstoff eingeleitet, bis annähernd 2,24 Liter Wasserstoff aufgenommen worden sind.
Nach Abdestillieren des Lösungsmittels wird der Rückstand in Wasser gegossen und das gebildete 2-Amino-4-diäthyl-amino-1,3,5-tri- azin durch Laugenzusatz gefällt. Durch Um kristallisation aus heissem Wasser wird es ge reinigt. Es bildet farblose, glänzende Kristalle vom Schmelzpunkt 1700 und ist in Wasser von 370 zu 0,4% mit neutraler Reaktion lös lich. Sein Chlorhydrat, ebenfalls farblose, glänzende Kristalle, schmilzt bei 155 bis 1560 und ist in Wasser leicht löslich. Als Reduk tionsmittel kann ferner Jodwasserstoff oder Zinkstaub verwendet werden.
Process for the preparation of a substituted 2,4-diamino-1,395-triazine. The present patent forms a process for the preparation of a new, substituted 2,4-diamino-1,3,5-triazine. The process is characterized in that in 2-amino-4-diethylamino-6-halogen-1,3,5-triazine the halogen atom is reduced with the means, such as. B. hydrogen iodide, zinc dust or hydrogen in the presence of a heavy metal catalyst, replaced by hydrogen.
The new base obtained, 2-amino-4-diethylamino-1,3,5-triazine, forms colorless, glossy crystals with a melting point of 1700. It is said to be used as a remedy or an intermediate for remedies.
<I> Example: </I> 20.15 g of sharply dried and finely powdered 2-amino-4-diethylamino-6-chloro-1,3,5-triazines are mixed well with 2.8 g of calcium oxide, in 200 cm- 'Dioxane slurried and initiated in the presence of a Pd-CaCO 3 catalyst with shaking at 25 to 300 hydrogen until approximately 2.24 liters of hydrogen have been absorbed.
After the solvent has been distilled off, the residue is poured into water and the 2-amino-4-diethylamino-1,3,5-triazine formed is precipitated by adding lye. It is purified by recrystallization from hot water. It forms colorless, shiny crystals with a melting point of 1700 and is 0.4% soluble in water of 370 with a neutral reaction. Its chlorine hydrate, also colorless, shiny crystals, melts between 155 and 1560 and is easily soluble in water. Hydrogen iodide or zinc dust can also be used as a reducing agent.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH252530T | 1946-08-16 | ||
| CH261815T | 1946-08-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH261815A true CH261815A (en) | 1949-05-31 |
Family
ID=25729619
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH261815D CH261815A (en) | 1946-08-16 | 1946-08-16 | Process for the preparation of a substituted 2,4-diamino-1,3,5-triazine. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH261815A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2658894A (en) * | 1953-11-10 | Formoguanamemes and their |
-
1946
- 1946-08-16 CH CH261815D patent/CH261815A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2658894A (en) * | 1953-11-10 | Formoguanamemes and their |
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