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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2164414Generated: November 2, 2026

p-Toluenesulfonic acid → N,N'-Bismethoxycarbonyl-N"-[5-(3-trifluoromethylphenylsulfonyloxy)-2-ureidophenyl]guanidine

https://huagongshe.com/reaction/2164414

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantMethyl [[(methoxycarbonyl)amino](methylthio)methylene]carbamateHCID 98708—
Reactant5-(3-Trifluoromethylphenylsulfonyloxy)-2-ureidoanilineHCID 15585470—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
ProductN,N'-Bismethoxycarbonyl-N"-[5-(3-trifluoromethylphenylsulfonyloxy)-2-ureidophenyl]guanidineHCID 135999370—

Reaction Steps

12.5 g of 5-(3-trifluoromethylphenylsulfonyloxy)-2-ureidoaniline, 13.6 g of N,N'-bismethoxycarbonyl-S-methylisothiourea and 100 mg of p-toluenesulfonic acid in 90 ml of ethyl acetate and 45 ml of methanol are stirred under reflux for 20 minutes. After cooling down, the mixture is evaporated to dryness under reduced pressure, and the residue is stirred with diisopropyl ether and filtered off with suction. Recrystallization from ethyl acetate/diisopropyl ether, melting point 131° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04504490
Source datasetuspto-grants-1985_03
ORD IDord-11000bbcc7fb485aa61f5b15f7ed30ef
Source noteuspto-grants-1985_03