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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 560870Generated: October 30, 2026

4-(Chloromethyl)benzonitrile → Ethyl 5-(3-(4-cyanobenzyl)-2-oxoimidazolidin-1-yl)-3-methylthiophene-2-carboxylate

https://huagongshe.com/reaction/560870

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Chloromethyl)benzonitrileHCID 70127—
Reactant(2-Bromoethoxy)-tert-butyldimethylsilaneHCID 3608067—
ReactantEthyl 3-methyl-5-(2-oxoimidazolidin-1-yl)thiophene-2-carboxylateHCID 58031554—
ProductEthyl 5-(3-(4-cyanobenzyl)-2-oxoimidazolidin-1-yl)-3-methylthiophene-2-carboxylateHCID 5803141986%

Reaction Steps

Following the procedure as described in Example 50, making variations as required to replace (2-bromoethoxy)(tert-butyl)dimethylsilane with 4-(chloromethyl)benzonitrile to react with ethyl 3-methyl-5-(2-oxoimidazolidin-1-yl)thiophene-2-carboxylate, the title compound was obtained as a cream solid in 86% yield: 1H NMR (300 MHz, CDCl3) δ 7.66 (d, J=8.1 Hz, 2H), 7.43 (d, J=8.1 Hz, 2H), 6.18 (s, 1H), 4.53 (s, 2H), 4.28 (q, J=7.1 Hz, 2H), 3.89-3.81 (m, 2H), 3.52-3.43 (m, 2H), 2.50 (s, 3H), 1.34 (t, J=7.1 Hz, 3H); MS (ES+) m/z 370.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063084B2
Source datasetuspto-grants-2011_11
ORD IDord-87c71518de6941ecb38c03236de0fa5d
Source noteuspto-grants-2011_11