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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1199970Erstellt: 26. Oktober 2026

Citric Acid → 7-Nitro-1H-1,2,4-thiadiazolo[3,4-b]quinazolin-5-one-2,2-dioxide

https://huagongshe.com/reaction/1199970

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCitric AcidHCID 311—
EduktAcetonitrileHCID 6342—
Edukt2H-3,1-Benzoxazine-2,4(1H)-dione, 6-nitro-HCID 20821—
Eduktmethyl N'-(chloromethylsulfonyl)carbamimidothioateHCID 178504066—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
Produkt7-Nitro-1H-1,2,4-thiadiazolo[3,4-b]quinazolin-5-one-2,2-dioxideHCID 135740306—

Reaktionsschritte

To a stirred solution of 5-nitroisatoic anhydride (1.04 g, 5.0 mmol) and S-methyl-N-(chloromethanesulfonyl)isothiourea (1.04 g, 5.0 mmol) in acetonitrile (10 ml) under nitrogen is added 4-(N,N-dimethylamino)-pyridine (0.61 g, 5.0 mmol). The solution is refluxed for 16 hr, cooled, and poured into 10% aqueous citric acid. The resulting solid is collected by filtration and recrystallized twice from isopropanol/DMF, then from DMSO, to provide the title compound as a light yellow solid, mp >300° C. (225 mg, 16%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04904667
Quelldatensatzuspto-grants-1990_02
ORD IDord-00feb850b34b41dfaaff225dc0488ed2
Quellennotizuspto-grants-1990_02