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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2050035Generated: October 27, 2026

1,2-Dichloroethane → 3a,4,7,7a-tetrahydro-5,6-dimethyl-1,2-benzisothiazol-3-(2H)-one 1,1-dioxide

https://huagongshe.com/reaction/2050035

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant2,3-Dimethyl-1,3-butadieneHCID 10566—
Reactant3-Hydroxy-1lambda6,2-thiazole-1,1-dioneHCID 12477034—
SolventDiethyl EtherHCID 3283—
Product3a,4,7,7a-tetrahydro-5,6-dimethyl-1,2-benzisothiazol-3-(2H)-one 1,1-dioxideHCID 12477038—

Reaction Steps

A 40 ml solution of ethylene dichloride containing 5.3 g (0.04 mole) of 4-isothiazolin-3-one 1,1-dioxide and 3.3 g (0.04 mole) of 2,3-dimethyl-1,3-butadiene is heated at 45°-50° C. overnight. The golden solution is cooled and concentrated to give an oil. Trituration of the oil with ether gives a white solid, 7.7 g (80%), m.p. 110°-112° C., which can be recrystallized from ethyl acetate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04199591
Source datasetuspto-grants-1980_04
ORD IDord-ee33686d00724b9c8b6290520687bc6f
Source noteuspto-grants-1980_04