HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 56282Erstellt: 24. Oktober 2026
Toluene → 3-(3-chloro-4-morpholinophenyl)-2-((3-chlorophenoxy)methyl)-6-methyl-pyrimidin-4(3H)-one
https://huagongshe.com/de/reaction/56282
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Toluene | HCID 1140 | — |
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | 2-(3-Chlorophenoxy)acetamide | HCID 2745969 | — |
| Edukt | N-(3-chloro-4-morpholinophenyl)-3-oxobutanamide | HCID 90022603 | — |
| Katalysator | Titanium isopropoxide | HCID 11026 | — |
| Lösungsmittel | O-Xylene | HCID 7237 | — |
| Produkt | 3-(3-chloro-4-morpholinophenyl)-2-((3-chlorophenoxy)methyl)-6-methyl-pyrimidin-4(3H)-one | HCID 90051700 | 64% |
Reaktionsschritte
A mixture of N-(3-chloro-4-morpholinophenyl)-3-oxobutanamide (0.48 g, 1.62 mmol), 2-(3-chlorophenoxy)acetamide (0.60 g, 3.24 mmol) and titanium tetraisopropanolate (2.4 mL) in xylene (10 mL) was stirred at 165° C. for 24 h. The mixture was cooled to rt and 60 mL of toluene and 60 mL of saturated NH4Cl aqueous solution were added. The resulting mixture was stirred at rt overnight and filtered and the filtrate was extracted with DCM (20 mL×4). The combined organic layers were washed with brine (30 mL×2), dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1) to give the title compound as a yellow solid (0.46 g, 64%). The compound was characterized by the following spectroscopic data:
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09434695B2 |
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| Quelldatensatz | uspto-grants-2016_09 |
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| ORD ID | ord-6dcbc20cf52e40a79ed93a3709ffb114 |
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| Quellennotiz | uspto-grants-2016_09 |
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