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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1250582Erstellt: 26. Oktober 2026

Isopropylamine → 2-Chloro-4-isopropylamino-6-nitroquinazoline

https://huagongshe.com/reaction/1250582

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktIsopropylamineHCID 6363—
EduktPhosphorus oxychlorideHCID 24813—
EduktN,N-bis(1-methylethyl)formamideHCID 75912—
Edukt6-Nitro-2,4(1H,3H)-quinazolinedioneHCID 816982—
LösungsmittelWaterHCID 962—
Produkt2-Chloro-4-isopropylamino-6-nitroquinazolineHCID 1832642867,5%

Reaktionsschritte

To 1.00 g (4.83 mmol) of 6-nitroquinazoline-2,4 (1H,3H)-dione were added 32.90 g (0.22 mol) of phosphorus oxychloride and 0.70 ml (4.83 mmol) of diisopropylformamide, and the resulting mixture was subjected to heating under reflux for 24 hours. After phosphorus oxychloride was removed in vacuo, the mixture was dissolved in 15 ml of acetonitrile, followed by addition of 2.49 ml (29.11 mmol) of isopropylamine under ice cooling 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 870 mg (yield: 67.5%) of the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06339089B2
Quelldatensatzuspto-grants-2002_01
ORD IDord-f116485c5cf24fc8b6a0f56ed644b8b4
Quellennotizuspto-grants-2002_01