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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2306683Generated: November 1, 2026

Phosphorus oxychloride → 4-Chloro-6-(5-trifluoromethyl-1,3,4-oxadiazol-2-yl)quinazoline

https://huagongshe.com/reaction/2306683

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
Reactant6-(5-Trifluoromethyl-1,3,4-oxadiazol-2-yl)quinazolin-4-oneHCID 135670751—
SolventTriethylamineHCID 8471—
Product4-Chloro-6-(5-trifluoromethyl-1,3,4-oxadiazol-2-yl)quinazolineHCID 22609756—

Reaction Steps

6-(5-Trifluoromethyl-1,3,4-oxadiazol-2-yl)quinazol in-4-one (0.79 g) was treated with phosphorus oxychloride (18 ml) and triethylamine (8 ml) at reflux under N2 for 2 hours. The mixture was concentrated in vacuo and the residue azeotroped with toluene. This was then taken up in ethyl acetate and washed with 5% sodium bicarbonate and saturated brine, dried over magnesium sulphate and concentrated in vacuo to give the title compound (0.76 g) as an orange solid; δH CDCl3 9.17(1H, s), 9.05 (1H, d), 8.69(1H, dd), 8.30(1H, d).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06828320B2
Source datasetuspto-grants-2004_12
ORD IDord-cfbb46c137fa4623aa2fe23b9b9271a5
Source noteuspto-grants-2004_12