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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 374524Generated: October 26, 2026

Malononitrile → [(5-Chloro-2-Thenoyl)Methyl]Malononitrile

https://huagongshe.com/reaction/374524

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalononitrileHCID 8010—
Reactant2-(Bromoacetyl)-5-chlorothiopheneHCID 2063634—
ReactantPotassium tert-butoxideHCID 23665647—
SolventTetrahydrofuranHCID 8028—
Product[(5-Chloro-2-Thenoyl)Methyl]MalononitrileHCID 15296965—

Reaction Steps

A solution of 2-bromo-1-(5-chloro-2-thienyl)ethanone (11.50 g, 48 mmol) in tetrahydrofuran is added to a solution of malononitrile (3.17 g, 48 mmol) and potassium tert-butoxide (5.70 g, 51 mmol) in tetrahydrofuran at 0° C. The reaction mixture is stirred for several minutes, concentrated in vacuo, diluted with water and filtered to collect solids. Flash chromatography of the solids using silica gel and a (4:1) hexane/ethyl acetate solution gives the title compound as a yellow solid, mp 155°-158° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05480902
Source datasetuspto-grants-1996_01
ORD IDord-78cc26c5a86c4e45a082a76a41161c4b
Source noteuspto-grants-1996_01