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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1065135Generated: October 31, 2026

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

https://huagongshe.com/reaction/1065135

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 C10H8ClN3O2SO2 : 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 numberUS04328347
Source datasetuspto-grants-1982_05
ORD IDord-ed1c409f210a494788c77206db5fce2c
Source noteuspto-grants-1982_05