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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1980365Generated: October 29, 2026

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

https://huagongshe.com/reaction/1980365

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 numberUS04508908
Source datasetuspto-grants-1985_04
ORD IDord-2492b366b96b4588ae842f9fa2993b32
Source noteuspto-grants-1985_04