Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate
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- CAS-Nr.
- 926663-00-5
- Englisch Name:
- Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate
- Synonyma:
- ethyl 5-oxo-4H-pyrazolo[1,5-a]pyrimidine-3-carboxylate;ethyl 5-oxo-4H,5H-pyrazolo[1,5-a]pyrimidine-3-carboxylate;Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate;5-Oxo-1,5-dihydro-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid ethyl ester;Pyrazolo[1,5-a]pyrimidine-3-carboxylic acid, 4,5-dihydro-5-oxo-, ethyl ester
- CBNumber:
- CB42471279
- Summenformel:
- C9H9N3O3
- Molgewicht:
- 207.19
- MOL-Datei:
- 926663-00-5.mol
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Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate Eigenschaften
- Siedepunkt:
- 339.6±42.0 °C(Predicted)
- Dichte
- 1.47±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- pka
- 10.81±0.20(Predicted)
- Aussehen
- White to off-white Solid
- InChI
- InChI=1S/C9H9N3O3/c1-2-15-9(14)6-5-10-12-4-3-7(13)11-8(6)12/h3-5H,2H2,1H3,(H,11,13)
- InChIKey
- PCKVUOAPCLMZJI-UHFFFAOYSA-N
- SMILES
- C12=C(C(OCC)=O)C=NN1C=CC(=O)N2
Sicherheit
- Risiko- und Sicherheitserklärung
- Gefahreninformationscode (GHS)
| Bildanzeige (GHS) |
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| Alarmwort |
Warnung |
| Gefahrenhinweise |
| Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
| H315 |
Verursacht Hautreizungen. |
Hautreizung |
Kategorie 2 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P302+P352, P321,P332+P313, P362 |
| H319 |
Verursacht schwere Augenreizung. |
Schwere Augenreizung |
Kategorie 2 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P305+P351+P338,P337+P313P |
| H335 |
Kann die Atemwege reizen. |
Spezifische Zielorgan-Toxizität (einmalige Exposition) |
Kategorie 3 (Atemwegsreizung) |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
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| Sicherheit |
| P261 |
Einatmen von Staub vermeiden. |
| P264 |
Nach Gebrauch gründlich waschen. |
| P264 |
Nach Gebrauch gründlich waschen. |
| P271 |
Nur im Freien oder in gut belüfteten Räumen verwenden. |
| P280 |
Schutzhandschuhe/Schutzkleidung/Augenschutz tragen. |
| P302+P352 |
BEI BERÜHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckmäßig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen. |
| P304+P340 |
BEI EINATMEN: Die Person an die frische Luft bringen und für ungehinderte Atmung sorgen. |
| P305+P351+P338 |
BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen. |
| P312 |
Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen. |
| P321 |
Besondere Behandlung |
| P332+P313 |
Bei Hautreizung: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen. |
| P337+P313 |
Bei anhaltender Augenreizung: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen. |
| P362 |
Kontaminierte Kleidung ausziehen und vor erneutem Tragen waschen. |
| P403+P233 |
An einem gut belüfteten Ort aufbewahren. Behälter dicht verschlossen halten. |
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Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate Chemische Eigenschaften,Einsatz,Produktion Methoden
Synthese
Ethyl 3-amino-1H-pyrazole-4-carboxylate (25.0 g, 161 mmol) was mixed with ethyl (E)-3-ethoxyacrylate (35.8 mL, 242 mmol) in N,N-dimethylformamide (DMF, 537 mL). Cesium carbonate (78.7 g, 242 mmol) was added to the mixture, and the reaction system was then heated to 110 °C for 15 hours. After the reaction was complete, the mixture was cooled to room temperature and the pH was adjusted to 4 with acetic acid (HOAc). The precipitate was collected by filtration and washed with water and ethyl acetate (Chemicalbook EtOAc) to give ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate as a fluffy white solid. Additional product was recovered by aqueous workup. The filtrate was concentrated to remove DMF, diluted with EtOAc (500 mL), and washed with deionized water. The precipitate in the EtOAc layer was filtered and washed with water and EtOAc to obtain additional product. All solid products were combined and dried in vacuo to obtain 5-hydroxypyrazolo[1,5-a]pyrimidine-3-carboxylic acid ethyl ester (33.3 g, yield 100%). 3-Amino-1H-pyrazole-4-carboxylic acid ethyl ester (25.0 g, 161 mmol) and (E)-3-ethoxyacrylate ethyl ester (35.8 mL, 242 mmol) were mixed in N,N-dimethylformamide (DMF, 537 mL). Cesium carbonate (78.7 g, 242 mmol) was added to the mixture, and the reaction system was then heated to 110 ° C for 15 hours. After the reaction was completed, the mixture was cooled to room temperature and the pH was adjusted to 4 with acetic acid (HOAc). The precipitate was collected by filtration and washed with water and ethyl acetate (Chemicalbook EtOAc) to give ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate as a fluffy white solid. Additional product can be recovered by aqueous post-treatment. The filtrate was concentrated to remove DMF, diluted with EtOAc (500 mL), and washed with deionized water. The precipitate in the EtOAc layer was filtered and washed with water and EtOAc to give additional product. All solid products were combined and dried in vacuo to finally obtain ethyl 5-hydroxypyrazolo[1,5-a]pyrimidine-3-carboxylate (33.3 g, 100% yield).
Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate Anbieter Lieferant Produzent Hersteller Vertrieb Händler.
Global( 103)Lieferanten
- ethyl 5-oxo-4H,5H-pyrazolo[1,5-a]pyrimidine-3-carboxylate
- Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate
- 5-Oxo-1,5-dihydro-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid ethyl ester
- Pyrazolo[1,5-a]pyrimidine-3-carboxylic acid, 4,5-dihydro-5-oxo-, ethyl ester
- ethyl 5-oxo-4H-pyrazolo[1,5-a]pyrimidine-3-carboxylate
- 926663-00-5
- 92666-30-5
