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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 48999Generated: October 31, 2026

Methanol → 3-[3[4-Methoxy-2-(ethylimino)-5-oxo-4-imidazolidinyl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil

https://huagongshe.com/reaction/48999

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium BicarbonateHCID 516892—
ReactantMethyl 5-[3-,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazole-3-glyoxylateHCID 20634280—
ReactantHCID 178464621HCID 178464621—
SolventWaterHCID 962—
Product3-[3[4-Methoxy-2-(ethylimino)-5-oxo-4-imidazolidinyl]-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracilHCID 13584366663.9%

Reaction Steps

A mixture of methyl 5-[3-,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazole-3-glyoxylate (0.0820 g, 1.98 mmol), ethyl guanidine hydrochloride (0.270 g, 2.18 mmol), sodium bicarbonate (0.180 g, 2.14 mmol) and methanol is stirred overnight at reflux, cooled to room temperature and poured into water. The resultant suspension is stirred 20 minutes and filtered with cold water wash to afford the title compound as a white solid (0.610 g, 63.9%, mp 257° C.) which is identified by NMR spectral analysis.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06706663B2
Source datasetuspto-grants-2004_03
ORD IDord-ee636c16b7f94b38a52661005635854c
Source noteuspto-grants-2004_03