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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 255820Generated: October 31, 2026

Hydrochloric Acid → N-[(4,6-Dimethoxypyrimidin-2-yl)aminocarbonyl]-2-[5-(methylthio)-1,3,4-oxadiazol-2-yl]benzenemethanesulfonamide

https://huagongshe.com/reaction/255820

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,5-Diazabicyclo(5,4,0)undec-5-eneHCID 314112—
ReactantCarbamic acid, N-(4,6-dimethoxy-2-pyrimidinyl)-, phenyl esterHCID 10945667—
Reactant2-[5-(Methylthio)-1,3,4-oxadiazol-2-yl]benzenemethanesulfonamideHCID 13958777—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductN-[(4,6-Dimethoxypyrimidin-2-yl)aminocarbonyl]-2-[5-(methylthio)-1,3,4-oxadiazol-2-yl]benzenemethanesulfonamideHCID 1395877825.7%

Reaction Steps

To a solution containing 0.62 g of the sulfonamide prepared in Example 3 contained in 10 ml of p-dioxane was added 0.6 g of phenyl(4,6-dimethoxy pyrimidin-2-yl)carbamate followed by dropwise addition of 0.33 g of 1,5-diazabicyclo[5.4.0]undec-5-ene (DBU). The solution was stirred at room temperature for two hours then diluted with about 100 ml of water. The clear solution was acidified with concentrated hydrochloric acid (red to litmus paper), to give a viscous oil. The oil was triturated by decanting off the aqueous solvent and stirring the oil residue in about 5 ml of acetonitrile. After filtering the suspension, the solid residue was washed with 1×5 ml of warm ethyl acetate to give 0.26 g of the subject compound; m.p. 174°-177° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04699649
Source datasetuspto-grants-1987_10
ORD IDord-445d034cb3f3438baeb175ffb9843ee9
Source noteuspto-grants-1987_10