Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 901935Generated: October 30, 2026

Chlorosulfonic acid → 4-[5-Cyano-1-(3,4-dimethylphenyl)-4-(methylthio)-6-oxo-1,6-dihydropyrimidin-2-yl]benzenesulfonyl chloride

https://huagongshe.com/reaction/901935

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosulfonic acidHCID 24638—
ReactantHCID 69220863HCID 69220863—
SolventMethanolHCID 887—
Product4-[5-Cyano-1-(3,4-dimethylphenyl)-4-(methylthio)-6-oxo-1,6-dihydropyrimidin-2-yl]benzenesulfonyl chlorideHCID 8659552513%

Reaction Steps

A solution of 5-cyano-1-(3,4-dimethylphenyl)-4-(methylthio)-2-phenyl-6-oxo-1,6-dihydropyrimidine (3 g, 8.6 mmol) (obtained according to example 57) in chlorosulfonic acid (50.37 g, 432 mmol) was stirred at 0° C. for 2 hr and at ambient temperature for 24 hr and then poured onto ice and extracted with chloroform. The collected chloroform layer was dried over anhydrous Na2SO4 and concentrated in vacuo to yield crude compound, which was further purified by column chromatography using chloroform:methanol mixture as eluent to yield title compound (0.5 g, yield 13%). 1H-NMR (CDCl3):δ 2.37 (s, 3H), 2.65 (s, 3H), 2.68 (s, 3H), 7.26-7.55 (m, 7H). MS m/z:446.1 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07365069B2
Source datasetuspto-grants-2008_04
ORD IDord-3d98eaebe3ea46e394a0ae451ba184d2
Source noteuspto-grants-2008_04