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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1042256Generated: November 1, 2026

Phosphorus oxychloride → 6-Bromo-4-chloro-7-methyl-8-nitroquinazoline

https://huagongshe.com/reaction/1042256

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
Reactant6-bromo-7-methyl-8-nitroquinazolin-4(3H)-oneHCID 135894579—
Product6-Bromo-4-chloro-7-methyl-8-nitroquinazolineHCID 5894224770%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of phosphorous oxychloride (5 mL) and 6-bromo-7-methyl-8-nitroquinazolin-4(3H)-one (800 mg, 2.82 mmol) was refluxed at 130° C. for 4 h. On cooling, POCl3 was removed under reduced pressure. The resulting crude product residue was diluted with ice-water and extracted out of the aqueous layer with DCM (3×20 mL). The combined organic extracts were dried over anhydrous sodium sulfate and concentrated to give 6-bromo-4-chloro-7-methyl-8-nitroquinazoline (595 mg, 70% yield) as an amorphous light yellow solid. MS (ESI, pos. ion) m/z: 302 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08557830B2
Source datasetuspto-grants-2013_10
ORD IDord-05be6f5597524e3db60ffdce9649be4f
Source noteuspto-grants-2013_10