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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049960Generated: October 31, 2026

Triethylamine → HCID 35177757, compound

https://huagongshe.com/reaction/1049960

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantButanoic acid, 2-[bis(methylthio)methylene]-3-oxo-, ethyl esterHCID 4997384—
ReactantBenzenecarboximidamide, monoacetateHCID 12238987—
SolventEthanolHCID 702—
ProductHCID 35177757HCID 3517775760.7%

Reaction Steps

To a solution of ethyl 2-(bis(methylthio)methylene)-3-oxobutanoate (500 mg, 2 mmol) in ethanol was added benzamidine acetate (732 mg, 6 mmol) and triethyl amine (1.41 mL) and the reaction mixture was refluxed overnight. The reaction mixture was concentrated and partitioned between ethyl acetate and water and the organic layer washed with water and dried over Na2SO4 and the solvent evaporated in vacuum. The crude product was purified by column chromatography over silica gel using 1% ethyl acetate in petroleum ether as eluent to give the desired product (350 mg). 1H-NMR 400 Hz (CDCl3): δ 8.50 (d, J=7.6 Hz, 2H), 7.50-7.46 (m, 3H), 4.45 (q, J=7.2 Hz, 2H), 2.67 (s, 3H), 2.65 (s, 3H), 1.44 (t, J=7.2 Hz, 3H); MS m/z 288.7 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382277B2
Source datasetuspto-grants-2016_07
ORD IDord-7cc380c8dd94472d8ddbc567fbf4f0ef
Source noteuspto-grants-2016_07