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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 380784Generated: October 30, 2026

2-(dimethylamino)-4-(trifluoromethyl)-6H-1,3-oxazin-6-one → 3-(4-chloro-2-fluoro-5-nitrophenyl)-6-(trifluoromethyl)-2,4(1H,3H)-pyrimidinedione

https://huagongshe.com/reaction/380784

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(dimethylamino)-4-(trifluoromethyl)-6H-1,3-oxazin-6-oneHCID 3723862—
Reactant4-Chloro-2-fluoro-5-nitroanilineHCID 13753061—
SolventAcetic AcidHCID 176—
Product3-(4-chloro-2-fluoro-5-nitrophenyl)-6-(trifluoromethyl)-2,4(1H,3H)-pyrimidinedioneHCID 1836590581%

Reaction Steps

A solution of 4-chloro-2-fluoro-5-nitroaniline (5.0 g, 26.3 mmol) and 2-dimethylamino-4-(trifluoromethyl)-6H-1,3-oxazin-6-one (5.73 g, 27.6 mmnol) in acetic acid is refluxed for 4 hours and poured onto ice. The resultant aqueous mixture is filtered to obtain a solid. The solid is washed with water and air-dried to give the title product as a beige solid (7.5 g, 81% yield, mp 230-232° C.) which is identified by 1H, 13C and 19F NMR spectral analyses.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06303783B1
Source datasetuspto-grants-2001_10
ORD IDord-13aecc7216074e85a2ede8a82650e594
Source noteuspto-grants-2001_10