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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 471466Generated: October 26, 2026

Benzoyl isothiocyanate → N-benzoyl-N'-(3-cyano-4,5-dimethyl-2-thienyl)thiourea

https://huagongshe.com/reaction/471466

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl isothiocyanateHCID 68284—
Reactant2-Amino-4,5-dimethyl-thiophene-3-carbonitrileHCID 290236—
Solvent1,4-DioxaneHCID 31275—
ProductN-benzoyl-N'-(3-cyano-4,5-dimethyl-2-thienyl)thioureaHCID 899430—

Reaction Steps

To a solution of 2-amino-4,5-dimethylthiophene-3-carbonitrile (1.52 g, 10.0 mmol) in 1,4-dioxane (20 mL) was added benzoylisothiocyanate (1.63 g, 10.0 mmol). The reaction mixture was then stirred at room temperature under nitrogen overnight. The precipitation was collected by filtration, washed with EtOAc/Hexanes (1:4), and dried under vacuum overnight to give N-(3-Cyano-4,5-dimethylthiophen-2-ylcarbamothioyl)benzamide as a white solid. 1H NMR (400 MHz, CDCl3) δ 2.23 (s, 3H), 2.31 (s, 3H), 7.58-7.54 (m, 2H), 7.68-7.66 (m, 1H), 7.94 (d, J=7.2 Hz, 2H), 9.13 (bs, 1H). MS 316 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633186B2
Source datasetuspto-grants-2014_01
ORD IDord-4f8f9a9edec64f1abf3b4b0c887b8a32
Source noteuspto-grants-2014_01