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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1199975Generated: October 25, 2026

Acetonitrile → [1,2,4]thiadiazolo[3,4-b]quinazolin-5(1H)-one 2,2-dioxide

https://huagongshe.com/reaction/1199975

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantIsatoic AnhydrideHCID 8359—
Reactantmethyl N'-(chloromethylsulfonyl)carbamimidothioateHCID 178504066—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Product[1,2,4]thiadiazolo[3,4-b]quinazolin-5(1H)-one 2,2-dioxideHCID 135740305—

Reaction Steps

To a stirred slurry of isatoic anhydride (3.10 g, 19 mmol) and S-methyl-N-(chloromethanesulfonyl)isothiourea (3.85 g, 19 mmol) in acetonitrile (30 ml) under nitrogen is added 4-(N,N-dimethylamino)pyridine (2.32 g, 19 mmol). The mixture is refluxed under nitrogen for 16 hr, concentrated, then worked up as in Example 4 above. Recrystallization from DMF provided the title compound as a white solid, mp >300° C. (1.32 g, 29%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04904667
Source datasetuspto-grants-1990_02
ORD IDord-a5279b57572f4b76995946eb087f0bc7
Source noteuspto-grants-1990_02