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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1274558Generated: October 26, 2026

2-(dimethylamino)-4-(trifluoromethyl)-6H-1,3-oxazin-6-one → 3-(6-Fluoro-3-methyl-1,2-benzisoxazol-5-yl)-6-(trifluoromethyl)-2,4(1H,3H)-pyrimidinedione

https://huagongshe.com/reaction/1274558

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(dimethylamino)-4-(trifluoromethyl)-6H-1,3-oxazin-6-oneHCID 3723862—
Reactant6-Fluoro-3-methylbenzo[d]isoxazol-5-amineHCID 18314470—
SolventAcetic AcidHCID 176—
Product3-(6-Fluoro-3-methyl-1,2-benzisoxazol-5-yl)-6-(trifluoromethyl)-2,4(1H,3H)-pyrimidinedioneHCID 1831450273.3%

Reaction Steps

A mixture of 5-amino-6-fluoro-3-methyl-1,2-benzisoxazole (4.85 g, 0.029 mol) and 2-dimethylamino-4-(trifluoromethyl)-6H-1,3-oxazin-6-one (6.70 g, 0.0320 mol) in acetic acid is refluxed for 90 minutes, cooled to room temperature, and poured into an ice-water mixture. The resultant aqueous mixture is filtered to obtain a solid. The solid is air-dried and dissolved in ethyl acetate. The resultant organic solution is washed with brine, dried over anhydrous magnesium sulfate, and concentrated in vacuo to give the title product as a yellow solid (7.00 g, mp 235-237° C.) which is identified by NMR spectral analyses.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06156700
Source datasetuspto-grants-2000_12
ORD IDord-e41592ca222f4866aab8d165496c745d
Source noteuspto-grants-2000_12