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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1097278Generated: November 2, 2026

Dimethyl Sulfoxide → N-(Hexahydro-1,5-dimethyl-2,4,6-trioxo-5-pyrimidinyl)-2,3,4,5-tetrafluorobenzamide

https://huagongshe.com/reaction/1097278

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantTriethylamineHCID 8471—
ReactantTetrafluorophthalic anhydrideHCID 69545—
ReactantHCID 66811031HCID 66811031—
SolventWaterHCID 962—
ProductN-(Hexahydro-1,5-dimethyl-2,4,6-trioxo-5-pyrimidinyl)-2,3,4,5-tetrafluorobenzamideHCID 24765565—

Reaction Conditions

Temperature153 °C

Reaction Steps

A mixture of 5-amino-1,5-dimethylbarbituric acid hydrochloride (0.42 g, 2 mmol), tetrafluorophthalic anhydride (0.44 g, 2 mmol), Et3N (0.28 mL, 0.20 g, 2 mmol) and DMSO (3 mL) was stirred and heated at 153° C. for 5 hours. The reaction mixture was then allowed to cool down to room temperature and poured into water (10 mL). The oil that immediately formed was carefully removed from the solution, from which a solid precipitated after 4 days standing at room temperature. The precipitate was collected by filtration, washed with water and dried under reduced pressure to give 20a as yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143252B2
Source datasetuspto-grants-2012_03
ORD IDord-63e15b5ce3de44278155a60744c3de3c
Source noteuspto-grants-2012_03