CH261812A - 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
- CH261812A CH261812A CH261812DA CH261812A CH 261812 A CH261812 A CH 261812A CH 261812D A CH261812D A CH 261812DA CH 261812 A CH261812 A CH 261812A
- Authority
- CH
- Switzerland
- Prior art keywords
- triazine
- amino
- diamino
- substituted
- preparation
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 7
- 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 claims description 3
- 239000003638 chemical reducing agent Substances 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 3
- 239000013078 crystal Substances 0.000 claims description 3
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910000043 hydrogen iodide Inorganic materials 0.000 claims description 2
- 239000000155 melt Substances 0.000 claims description 2
- 230000007935 neutral effect Effects 0.000 claims description 2
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- LSMAIBOZUPTNBR-UHFFFAOYSA-N phosphanium;iodide Chemical compound [PH4+].[I-] LSMAIBOZUPTNBR-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines substituierten 2,4-Diamino-1,3,5.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-allylamino-6-halogen-1,3,5- triazin das Halogenatom mit reduzierenden Mitteln, wie z. B. Jodwasserstoff oder Zink staub, durch Wasserstoff ersetzt.
Die erhal tene neue Base, das 2-Amino-4-allylamino- 1,3,5-triazin, ist ein farbloses Kristallpulver, das bei 152,50 schmilzt und in Wasser von 370 zu ungefähr 1,5 % mit neutraler Reaktion lös lich ist. Sie soll als Heilmittel oder Zwischen produkt für Heilmittel verwendet werden. <I>Beispiel:</I> 9,2 Teile 2 - Amino - 4-allylamino - 6 - chlor- 1,3,5-triazin werden mit 36 Teilen Jodwasser- atoffsäure (d = 1,96) und 7 Teilen Phos- phoniumjodid 5 Stunden bei Zimmertempera tur gerührt.
Die Lösung wird hierauf in Was ser gegossen und das gebildete 2-Amino-4- allylamino-1,3,5-triazin durch Laugenzusatz gefällt. Es wird durch Kristallisation aus Wasser gereinigt, wobei man das 2-Amino-4- allylamino-1,3,5-triazin als farbloses Kristall pulver vom Schmelzpunkt 152,50 erhält.
Als Reduktionsmittel kann ferner Zink staub verwendet werden.
Process for the preparation of a substituted 2,4-diamino-1,3,5.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 the 2-amino-4-allylamino-6-halogen-1,3,5-triazine the halogen atom with reducing agents, such as. B. hydrogen iodide or zinc dust, replaced by hydrogen.
The new base obtained, the 2-amino-4-allylamino-1,3,5-triazine, is a colorless crystal powder that melts at 152.50 and about 1.5% soluble in water of 370 to about 1.5% with a neutral reaction is. It is intended to be used as a remedy or an intermediate product for remedies. <I> Example: </I> 9.2 parts of 2-amino-4-allylamino-6-chloro-1,3,5-triazine are mixed with 36 parts of hydriodic acid (d = 1.96) and 7 parts of phos - Phonium iodide stirred for 5 hours at room temperature.
The solution is then poured into what water and the 2-amino-4-allylamino-1,3,5-triazine formed is precipitated by the addition of alkali. It is purified by crystallization from water, the 2-amino-4-allylamino-1,3,5-triazine being obtained as a colorless crystal powder with a melting point of 152.50.
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 | ||
| CH261812T | 1946-08-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH261812A true CH261812A (en) | 1949-05-31 |
Family
ID=25729616
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH261812D CH261812A (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) | CH261812A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2658894A (en) * | 1953-11-10 | Formoguanamemes and their | ||
| WO2001025220A1 (en) * | 1999-10-07 | 2001-04-12 | Amgen Inc. | Triazine kinase inhibitors |
| US6864255B2 (en) | 2001-04-11 | 2005-03-08 | Amgen Inc. | Substituted triazinyl amide derivatives and methods of use |
| US6881737B2 (en) | 2001-04-11 | 2005-04-19 | Amgen Inc. | Substituted triazinyl acrylamide derivatives and methods of use |
-
1946
- 1946-08-16 CH CH261812D patent/CH261812A/en unknown
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2658894A (en) * | 1953-11-10 | Formoguanamemes and their | ||
| WO2001025220A1 (en) * | 1999-10-07 | 2001-04-12 | Amgen Inc. | Triazine kinase inhibitors |
| AU770600B2 (en) * | 1999-10-07 | 2004-02-26 | Amgen, Inc. | Triazine kinase inhibitors |
| US7074789B2 (en) | 1999-10-07 | 2006-07-11 | Amgen Inc. | Kinase inhibitors |
| US6864255B2 (en) | 2001-04-11 | 2005-03-08 | Amgen Inc. | Substituted triazinyl amide derivatives and methods of use |
| US6881737B2 (en) | 2001-04-11 | 2005-04-19 | Amgen Inc. | Substituted triazinyl acrylamide derivatives and methods of use |
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