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HRID 16977Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/16977

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
PatentnummerUS07737283B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-7e5d55bd4e3e4c2b87d8e220dc3f446c
Quellennotizuspto-grants-2010_06