HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,3-Dimethyl-2-imidazolidinone → 4-Butylamino-2-chloro-6-nitroquinazoline
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,3-Dimethyl-2-imidazolidinone | HCID 6661 | — |
| Edukt | Butylamine | HCID 8007 | — |
| Edukt | Phosphorus oxychloride | HCID 24813 | — |
| Edukt | 6-Nitro-2,4(1H,3H)-quinazolinedione | HCID 816982 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 4-Butylamino-2-chloro-6-nitroquinazoline | HCID 18326426 | 63,6% |
Reaktionsschritte
To 500 mg (2.41 mmol) of 6-nitroquinazoline-2,4 (1H,3H)-dione were added 2 ml of 1,3-dimethyl-2-imidazolidinone and 8.23 g (53.64 mmol) of phosphorus oxychloride, and the resulting mixture was subjected to heating under reflux for 3 hours. After phosphorus oxychloride was removed in vacuo, the mixture was dissolved in 5 ml of acetonitrile, followed by addition of 5.9 ml (60 mmol) of butylamine and stirring under ice cooling for 30 minutes. To the reaction solution was added water, followed by extraction with ethyl acetate, washing with brine and drying over anhydrous sodium sulfate. After the solvent was distilled off, the residue was purified by a silica gel column to give 430 mg (yield: 63.6%) of the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06339089B2 |
| Quelldatensatz | uspto-grants-2002_01 |
| ORD ID | ord-3143ca3b790840ec8a68b2398665282c |
| Quellennotiz | uspto-grants-2002_01 |