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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1278375Generated: October 31, 2026

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

https://huagongshe.com/reaction/1278375

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 numberUS04281136
Source datasetuspto-grants-1981_07
ORD IDord-2302ec7c8212461cbe166c33c0ac7826
Source noteuspto-grants-1981_07