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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1392329Erstellt: 27. Oktober 2026

ethyl 2-((N-methylsulfamoyl)amino)acetate → 2-Methyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide

https://huagongshe.com/reaction/1392329

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktethyl 2-((N-methylsulfamoyl)amino)acetateHCID 18449915—
EduktHCID 178418922HCID 178418922—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-Methyl-1,2,5-thiadiazolidin-3-one 1,1-dioxideHCID 36407754%

Reaktionsschritte

To a solution of ethyl 2-((N-methylsulfamoyl)amino)acetate from the previous step (3.5 mmol) in DMF (50 mL) is added KO-t-Bu (1.56 g, 13.88 mmol) in portions under N2 at RT. The mixture is stirred overnight then quenched with HCl methanol (2 M). After the solvent is removed in vacuo, the residue is washed with water to afford 2-methyl-1,1-dioxo-1λ6-[1,2,5]thiadiazolidin-3-one (480 mg, 54%). 1H-NMR(CDCl3): δ 7.36 (d, J=8.4 Hz, 2H), 6.87 (d, J=8.8 Hz, 2H), 4.87 (m, 1H), 4.68 (s, 2H), 4.03 (d, J=7.2 Hz, 2H), 3.80 (s, 3H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07342037B2
Quelldatensatzuspto-grants-2008_03
ORD IDord-56be878b36844871ab083edfb91f937a
Quellennotizuspto-grants-2008_03