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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2300823Generated: October 27, 2026

S-Ethylisothiourea → HCID 178477341, compound

https://huagongshe.com/reaction/2300823

Reaction equation

Participants

RoleNameHCIDCharge
ReactantS-EthylisothioureaHCID 5139—
ReactantPotassium HydroxideHCID 14797—
Reactant2-Propenoic acid, 2-cyano-3-ethoxy-, ethyl esterHCID 78943—
SolventMethanolHCID 887—
ProductHCID 178477341HCID 17847734163.6%

Reaction Steps

To a solution of potassium hydroxide (640 mg, 10 mmol) in methanol (6 mL) at 0° C. was added 2-ethyl-2-thiopseudourea (1.85 g, 10 mmol). The mixture was warmed to room temperature, stirred for 5 min, then filtered off potassium bromide under N2. The filtrate was cooled down to 0° C. then ethyl (ethoxymethylene)cyanoacetate (420 mg, 2.5 mmol) was added. The mixture was gradually warmed to room temperature and stirred for 20 h. The solvent was removed under reduced pressure, and the crude material was purified by flash chromatography using 4% 2M NH3 in MeOH/CH2Cl2 system to obtain 288 mg of the title compound. Mass spectrum 181 (EI, M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06498165B1
Source datasetuspto-grants-2002_12
ORD IDord-eba92fbec2954e5dbeea0bfa6f37264a
Source noteuspto-grants-2002_12