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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 6361Generated: October 26, 2026

Tetrahydrofuran → Benzo-1,2,3-thiadiazol-7-yl-2,2-dimethyl-1,3-dioxane-4,6-dione

https://huagongshe.com/reaction/6361

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
ReactantMalonate IonHCID 9084—
Reactant1,2,3-Benzothiadiazole-7-carbonyl chlorideHCID 18377607—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductBenzo-1,2,3-thiadiazol-7-yl-2,2-dimethyl-1,3-dioxane-4,6-dioneHCID 86747249—

Reaction Conditions

Temperature0 °C

Reaction Steps

5.5 g of benzo-1,2,3-thiadiazole-7-carboxylic acid chloride in 10 ml of tetrahydrofuran are added dropwise to a solution, stirred at 0° C., of 3.6 g of cycloisopropylidene malonate, 7.6 ml of triethylamine and 2.0 g of 4-dimethylaminopyridine in 25 ml of dichloromethane. The reaction mixture is stirred for 2 hours at 0° C. and then applied directly to a silica gel column and extracted with ethyl acetate, resulting in the title compound in the form of a salt with 4-dimethylaminopyridine (2:1), m.p. 170°-172° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05248683
Source datasetuspto-grants-1993_09
ORD IDord-48b492e5913b4918978d9c22b2beb223
Source noteuspto-grants-1993_09