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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1905045Generated: October 31, 2026

Malononitrile → 4-Chloro-3-dicyanomethylene-5-ethoxycarbonyl-2-methyl-4-isothiazoline

https://huagongshe.com/reaction/1905045

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalononitrileHCID 8010—
Reactant3,4-Dichloro-2-methyl-5-ethoxycarbonylisothiazolium fluorosulfonateHCID 12889013—
SolventIsopropanolHCID 3776—
Product4-Chloro-3-dicyanomethylene-5-ethoxycarbonyl-2-methyl-4-isothiazolineHCID 1288904544%

Reaction Steps

3,4-Dichloro-5-ethoxycarbonyl-2-methylisothiazolium fluorosulfonate (7.5 g, 0.022 mole) was dissolved in 75 ml of isopropanol. Malononitrile (1.5 g, 0.023 mol) was added the mixture stirred for 30 min. The yellow solid was collected and washed with isopropanol to yield 2.6 g (44%) of product, mp 134-136. Analysis calculated for C10H8ClN3O2S2 : C 44.51; H, 3.00; Cl, 13.16; N, 15.57; S, 11,90. Found: C, 44.34; H, 2.82; Cl, 12.60; N, 14.82; S, 11.42.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04841063
Source datasetuspto-grants-1989_06
ORD IDord-885943ffc26244cca3a8f4582bb681cf
Source noteuspto-grants-1989_06