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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2164407Generated: October 31, 2026

p-Toluenesulfonic acid → N,N'-Bismethoxycarbonyl-N"-(5-phenoxysulfonyl-2-ureidophenyl)guanidine

https://huagongshe.com/reaction/2164407

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantMethyl [[(methoxycarbonyl)amino](methylthio)methylene]carbamateHCID 98708—
Reactant5-Phenoxysulfonyl-2-ureidoanilineHCID 15585526—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
ProductN,N'-Bismethoxycarbonyl-N"-(5-phenoxysulfonyl-2-ureidophenyl)guanidineHCID 136068114—

Reaction Steps

15.3 g of 5-phenoxysulfonyl-2-ureidoaniline, 12 g of N,N'-bismethoxycarbonyl-S-methylisothiourea and 100 mg of p-toluenesulfonic acid in 80 ml of methanol and 80 ml of ethyl acetate are stirred under reflux for four hours. After cooling down, the solid is filtered off with suction and washed with ethyl acetate and diisopropyl ether. For recrystallization, the solid is dissolved in dimethylformamide at about 50° C., treated with active charcoal, filtered, ethyl acetate and diisopropyl ether are added and crystallization is allowed to occur, melting point 193° C., decomposition.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04504490
Source datasetuspto-grants-1985_03
ORD IDord-394ed03161414414ade45971d9aadca9
Source noteuspto-grants-1985_03