Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1589998Generated: October 31, 2026

Dimethyl Sulfoxide → N-(4-Bromo-1-methylpyrazol-3-yl)-7-chloro-5-methoxy-1,2,4-triazolo[1,5-c]-pyrimidine-2-sulfonamide

https://huagongshe.com/reaction/1589998

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantPyridineHCID 1049—
Reactant4-bromo-1-methyl-1H-pyrazol-3-amineHCID 2735283—
Reactant7-Chloro-5-methoxy-1,2,4-triazolo[1,5-c]pyrimidine-2-sulfonyl chlorideHCID 15003651—
SolventAcetonitrileHCID 6342—
ProductN-(4-Bromo-1-methylpyrazol-3-yl)-7-chloro-5-methoxy-1,2,4-triazolo[1,5-c]-pyrimidine-2-sulfonamideHCID 19768914—

Reaction Steps

Pyridine (1.08 g, 8.0 mmol) and dimethyl sulfoxide (0.2 g) were added to a solution of 7-chloro-5-methoxy-1,2,4-triazolo[1,5-c]pyrimidine-2-sulfonyl chloride (1.0 g, 4.0 mmol) and 3-amino-4-bromo-1-methylpyrazole (0.70 g, 4.0 mmol) in 10 mL of acetonitrile with stirring at ambient temperature and the mixture was allowed to react overnight. The mixture was then concentrated by evaporation under reduced pressure and the residue was taken up in methylene chloride. The resulting solution was extracted with water and dried over magnesium sulfate. The volatile materials were then removed by evaporation under reduced pressure and the solid residue was extracted with diethyl ether and with water, recovered by filtration, and dried under reduced pressure to obtain 0.38 g (25 percent of theory) of the title compound as a white solid melting at 230°-232° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05201938
Source datasetuspto-grants-1993_04
ORD IDord-ba3653cb416548de924fafa6dbeb8b7c
Source noteuspto-grants-1993_04