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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 912690Generated: October 31, 2026

Ethyl cyanoacetate → 6-Amino-1-[(3-isopropylisoxazol-5-yl)methyl]-2-thioxo-2,3-dihydropyrimidin-4(1H)-one

https://huagongshe.com/reaction/912690

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl cyanoacetateHCID 7764—
ReactantSodium ethoxideHCID 2723922—
ReactantHCID 86631131HCID 86631131—
Product6-Amino-1-[(3-isopropylisoxazol-5-yl)methyl]-2-thioxo-2,3-dihydropyrimidin-4(1H)-oneHCID 8663113214%

Reaction Steps

The title compound was prepared in accordance with the general method described in Example 12(b) by using 1-[(3-isopropylisoxazol-5-yl)methyl]thiourea (1.11 g, 5.55 mmol, obtained from Example 15(a)), sodium ethoxide (21% w/v, 5.4 mL, 16.7 mmol) and ethyl cyanoacetate (1.8 mL, 16.7 mmol) with the exception that the reaction time after completed addition was 2 h. This provided 0.20 g (14% yield) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08026244B2
Source datasetuspto-grants-2011_09
ORD IDord-a6e26bad7ce345a79ba657359e82bfda
Source noteuspto-grants-2011_09