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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1702330Generated: October 29, 2026

Tetrafluoro-m-phenylenediamine dihydrochloride → 4-methoxy-N-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]-1,1-dioxo-1,2,5-thiadiazol-3-amine

https://huagongshe.com/reaction/1702330

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrafluoro-m-phenylenediamine dihydrochlorideHCID 149026—
Reactant4-(((2-Aminoethyl)thio)methyl)-5-methylimidazoleHCID 665568—
Reactant3,4-Dimethoxy-1,2,5-thiadiazole 1,1-dioxideHCID 12230538—
SolventMethanolHCID 887—
Product4-methoxy-N-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]-1,1-dioxo-1,2,5-thiadiazol-3-amineHCID 178494335—

Reaction Steps

To a well stirred suspension of 3,4-dimethoxy-1,2,5-thiadiazole 1,1-dioxide (2.0 g; 11.2 mmoles) [prepared according to the procedure described in J. Org. Chem., 40, 2743 (1975)] in 200 ml of methanol at ambient temperature was added a solution of 2-[(5-methyl-1H-imidazol-4-yl)methylthio]ethylamine (from the dihydrochloride, 2.73 g; 11.2 mmoles) [prepared according to Belgian Patent 779,775] in 25 ml of methanol. After stirring for 30 minutes, a methanolic solution of the title compound was produced. The TLC [Silica/CH2Cl2 :CH3OH (90:10)] gave Rf=0.44.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04380639
Source datasetuspto-grants-1983_04
ORD IDord-a3e7af29ac5f4ca684431c7617d2531d
Source noteuspto-grants-1983_04