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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 380798Generated: October 31, 2026

2-(dimethylamino)-4-(trifluoromethyl)-6H-1,3-oxazin-6-one → 2'-chloro-5'-[3,6-dihydro-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-4'-fluoroacetanilide

https://huagongshe.com/reaction/380798

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(dimethylamino)-4-(trifluoromethyl)-6H-1,3-oxazin-6-oneHCID 3723862—
Reactant5'-Amino-2'-chloro-4'-fluoroacetanilideHCID 18365935—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
Product2'-chloro-5'-[3,6-dihydro-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-4'-fluoroacetanilideHCID 1836588878.1%

Reaction Steps

A mixture of 5′ -amino-2′-chloro-4′-fluoroacetanilide (1.0 g, 4.9 mmol) and 2-dimethylamino-4-(trifluoromethyl)-6H-1,3-oxazin-6-one (1.0 g, 4.9 mmol) in acetic acid is refluxed for 90 minutes and diluted with water. The resultant aqueous mixture is filtered to obtain the title product as an off-white solid (1.4 g, mp 264-266° C.) which is identified by 1H, 13C and 9F NMR spectral analyses.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06303783B1
Source datasetuspto-grants-2001_10
ORD IDord-d40e96837be84ca38d8fe0b1526a4302
Source noteuspto-grants-2001_10