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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2199342Generated: October 29, 2026

Phosphorus oxychloride → 4-Chloro-6-nitroquinazoline

https://huagongshe.com/reaction/2199342

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
Reactant6-Nitro-3,4-dihydroquinazolin-4-oneHCID 135398502—
SolventHexaneHCID 8058—
Product4-Chloro-6-nitroquinazolineHCID 1135625787.2%

Reaction Conditions

Temperature160 °C

Reaction Steps

6-Nitro-3H-quinazolin-4-one 4a (18.88 g, 99.40 mmol) was dissolved in phosphoricchloride (31.03 g, 149 mmol). The mixture was warmed up to 160° C., and stirred for 3 hours. The reaction mixture was added to 250 mL of n-hexane while hot, stirred and a lot of the solid was precipitated from the solution, filtered, the filter cake was washed with n-hexane, dried under vacuum to obtain the title compound 4-chloro-6-nitro-quinazoline 4b (18.14 g, yield 87.2%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09358227B2
Source datasetuspto-grants-2016_06
ORD IDord-7a1ef8d02e2246fab9cff820bf5136d3
Source noteuspto-grants-2016_06