HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 513742Erstellt: 26. Oktober 2026
N,N-Dimethylaniline → 4-Chloro-8-nitroquinazoline
https://huagongshe.com/reaction/513742
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | N,N-Dimethylaniline | HCID 949 | — |
| Edukt | Phosphorus oxychloride | HCID 24813 | — |
| Edukt | 8-Nitroquinazolin-4-ol | HCID 135408799 | — |
| Produkt | 4-Chloro-8-nitroquinazoline | HCID 11458471 | 59,63% |
Reaktionsschritte
N, N-dimethylaniline (0.37 ml, 1.23 mmol) was added dropwise to a solution of 8-nitro-3H-quinazolin-4-one 476 (200 mg, 1.04 mmol) in POCl3 (1.25 ml, 10.5 mmol) at 0° C. The mixture was heated at 65° C. for 1.5 h. After cooling, the mixture was concentrated in vacuo. The residue was quenched with sat. NaHCO3 solution and the aqueous phase was extracted with EtOAc (25 ml, ×2). The combined organic phase was dried (Na2SO4) and concentrated in vacuo. The crude residue was purified by column chromatography with n-hexane/DCM (80:20) to give the title compound (130 mg, 59.63%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09102688B2 |
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| Quelldatensatz | uspto-grants-2015_08 |
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| ORD ID | ord-980da24d9af34cc59d13048e1057d417 |
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| Quellennotiz | uspto-grants-2015_08 |
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